Organic electroluminescent element and electronic apparatus

The organic electroluminescent element with a specific host-sensitizing-fluorescent material configuration improves light emission efficiency and color purity by leveraging phosphorescent metal complexes and delayed fluorescence, overcoming the 25% quantum efficiency limit of fluorescent materials.

JP2025179270AInactive Publication Date: 2025-12-10IDEMITSU KOSAN CO LTD
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Patent Information

Application Number
JP2022144048
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2022-09-09
Publication Date
2025-12-10
Estimated Expiration
Not applicable · inactive patent

AI Technical Summary

Technical Problem

Existing organic electroluminescence devices have internal quantum efficiency limited to 25% due to the utilization of fluorescent materials, and there is a desire for improved performance in brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifetime.

Method used

An organic electroluminescent element comprising a host material, a sensitizing material, and a fluorescent material, where the energy gap of the host material is greater than that of the sensitizing material, utilizing a combination of phosphorescent metal complexes and delayed fluorescent compounds to enhance light emission efficiency and color purity.

Benefits of technology

The proposed organic electroluminescent element achieves high efficiency and high color purity light emission, addressing the limitations of existing devices and enhancing their performance.

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Abstract

To provide an organic electroluminescent device which emits light with high efficiency and high color purity.SOLUTION: In an organic electroluminescent element 1, a light-emitting layer 5 disposed between an anode 3 and a cathode 4 contains a host material, a sensitizing material, and a fluorescent material. The host material is a first compound containing a predetermined partial structure in one molecule, and the sensitizing material is one or more compounds selected from a group consisting of phosphorescent metal complexes and delayed fluorescent compounds. The fluorescent light-emitting material is one or more compounds selected from the group consisting of a third compound having three aromatic hydrocarbon rings or heterocyclic rings. An energy gap T77K(H1) of a host material at 77[K], an energy gap T77K(G2) of the host material at 77 [K] of the sensitizing material satisfy a relation of a mathematical expression of T77K(H1)>T77K(G2)...(Formula I).SELECTED DRAWING: Figure 1
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Description

[Technical Field]

[0001] The present invention relates to an organic electroluminescence element and an electronic device. [Background technology]

[0002] When a voltage is applied to an organic electroluminescence device (hereinafter sometimes referred to as an "organic EL device"), holes are injected from the anode into the light-emitting layer, and electrons are injected from the cathode into the light-emitting layer. Then, in the light-emitting layer, the injected holes and electrons recombine to form excitons. At this time, according to the statistical law of electron spin, singlet excitons are generated at a rate of 25% and triplet excitons are generated at a rate of 75%. Fluorescent organic EL devices that utilize light emission from singlet excitons are increasingly being applied to full-color displays such as those for mobile phones and televisions, but their internal quantum efficiency is said to be limited to 25%. Therefore, efforts are being made to improve the performance of organic EL devices. Examples of the performance of organic EL devices include brightness, emission wavelength, chromaticity, luminous efficiency, driving voltage, and lifetime. For example, Patent Document 1 discloses an organic EL device that utilizes the TTF (Triplet-Triplet Fusion) mechanism, which is one of the mechanisms of delayed fluorescence. The TTF mechanism utilizes the phenomenon in which a singlet exciton is generated by the collision of two triplet excitons. [Prior art documents] [Patent documents]

[0003] [Patent Document 1] International Publication No. 2010 / 134350 Summary of the Invention [Problem to be solved by the invention]

[0004] It is believed that the internal quantum efficiency can theoretically be increased to 40% even in fluorescent light emission by utilizing delayed fluorescence due to the TTF mechanism described in Patent Document 1. However, further improvement in the performance of organic EL elements is desired in order to improve the performance of electronic devices such as displays.

[0005] An object of the present invention is to provide an organic electroluminescent element that emits light with high efficiency and high color purity, and to provide an electronic device equipped with the organic electroluminescent element. [Means for solving the problem]

[0006] According to one aspect of the present invention, there is provided a light-emitting device comprising: an anode; a cathode; and an emitting layer disposed between the anode and the cathode, the emitting layer containing a host material, a sensitizing material, and a fluorescent material, the host material being a first compound containing, in one molecule, one or more partial structures selected from the group consisting of partial structures represented by the following general formulas (101) to (118), the sensitizing material being one or more compounds selected from the group consisting of phosphorescent metal complexes and delayed fluorescent compounds, the fluorescent material being one or more compounds selected from the group consisting of third compounds represented by the following general formula (41), the host material, the sensitizing material, and the fluorescent material being different compounds, and an energy gap T at 77 [K] of the host material being 77K (H1) and the energy gap T of the sensitizing material at 77 [K] 77K (G2) satisfies the relationship of the following mathematical formula (1). T 77K (H1)>T 77K (G2) …(Number 1)

[0007] [ka]

[0008] [ka]

[0009] (In the general formula (101), A 11 ~A 16 are each independently a nitrogen atom, CR 11 or a carbon atom bonded to another atom or structure in the molecule of the first compound, However, A 11 ~A 16 at least one of the carbon atoms is bonded to another atom or another structure in the molecule of the first compound, R 11 If there are multiple R 11 are the same or different, and multiple R 11 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, In the general formula (102), A1 to A4 each independently represent a nitrogen atom, CR 12 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 12 are each independently a hydrogen atom or a substituent, or an adjacent R 12 one or more pairs of the two groups are bonded to each other to form a ring, R 12 If there are multiple R 12 are the same or different, and multiple R 12 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, X 10 is NR 13 , C(R 14 )(R15 ), Si(R 16 )(R 17 ), an oxygen atom, a sulfur atom, a nitrogen atom bonded to another atom or another structure in the molecule of the first compound, R 18 and a carbon atom bonded to another atom or structure in the molecule of the first compound, or R 19 and a silicon atom bonded to another atom or another structure in the molecule of the first compound, However, carbon atoms in A1 to A4, X 10 Nitrogen atom in X 10 Carbon atoms and X in 10 at least one of the silicon atoms in the formula (I) is bonded to another atom or another structure in the molecule of the first compound; R 14 and R 15 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 16 and R 17 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, In the general formula (103), R 115 and R 116 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, In the general formulae (101) to (104), R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 11 , R 12 , R 14 , R 15, R 16 , R 17 , R 115 and R 116 , and R 13 , R 18 , R 19 and R 117 are each independently, hydrogen atom a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by -C(=O)R 908 a group represented by -COOR 909 a group represented by -P(=O)(R 910 )(R 911 ) a group represented by -P(=O)(OR 912 )(OR 913 ) a group represented by -Ge(R 914 )(R 915 )(R 916 ) a group represented by -B(R 917 )(R 918 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, In the general formulae (103) to (118), * represents a bonding site to another atom or another structure in the molecule of the first compound, When the first compound has a plurality of partial structures represented by the general formulas (101) to (104), The plurality of partial structures represented by the general formula (101) are the same or different from each other, The plurality of partial structures represented by the general formula (102) are the same or different from each other, The plurality of partial structures represented by the general formula (103) are the same or different from each other, The plurality of partial structures represented by the general formula (104) may be the same or different. (In the first compound, R 901 ~R 918 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 908 If there are multiple R 908 are the same or different from each other, R 909 If there are multiple R 909 are the same or different from each other, R 910 If there are multiple R 910 are the same or different from each other, R 911 If there are multiple R 911 are the same or different from each other, R 912 If there are multiple R 912 are the same or different from each other, R 913 If there are multiple R 913 are the same or different from each other, R 914 If there are multiple R 914 are the same or different from each other, R 915 If there are multiple R 915 are the same or different from each other, R 916 If there are multiple R 916 are the same or different from each other, R 917 If there are multiple R 917 are the same or different from each other, R 918 If there are multiple R 918 are either identical or different.)

[0010] [ka]

[0011] (In the general formula (41), Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, L 401 and L 402 are each independently O, S, Se, or NR 40 , C(R 41 )(R 42 ), or Si(R 43 )(R 44 ) and L 403 is B, P, or P=O, R 40 ~R 44 are each independently, combining with the ring a, ring b or ring c to form a substituted or unsubstituted monocycle, or combines with the ring a, ring b, or ring c to form a substituted or unsubstituted fused ring, or not bonded to the ring a, ring b, or ring c, R 41 and R 42 teeth, joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 43 and R 44 teeth, joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 40 ~R 44 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by =N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 45 teeth, a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 60 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, R 40 If there are multiple R 40 are identical to or different from each other, R 41 If there are multiple R 41 are identical to or different from each other, R 42 If there are multiple R 42 are identical to or different from each other, R 43 If there are multiple R 43 are identical to or different from each other, R 44 If there are multiple R 44 are identical to or different from each other, R 45 If there are multiple R 45 are either identical or different.)

[0012] According to one aspect of the present invention, there is provided an electronic device equipped with the organic electroluminescence element according to one aspect of the present invention. [Effects of the Invention]

[0013] According to one embodiment of the present invention, it is possible to provide an organic electroluminescence element that emits light with high efficiency and high color purity, and to provide an electronic device equipped with the organic electroluminescence element. [Brief explanation of the drawings]

[0014] [Figure 1] 1 is a diagram showing a schematic configuration of an example of an organic electroluminescence element according to a first embodiment of the present invention. [Figure 2] FIG. 1 is a schematic diagram of an apparatus for measuring transient PL. [Figure 3] FIG. 10 is a diagram showing an example of a decay curve of a transient PL. [Figure 4] FIG. 2 is a diagram showing the energy levels of a host material, a sensitizing material (delayed fluorescent compound), and a fluorescent material in an emission layer of an example of an organic electroluminescence element according to the first embodiment of the present invention, as well as the relationship between energy transfer. [Figure 5] FIG. 2 is a diagram showing the energy levels of a host material, a sensitizing material (phosphorescent metal complex), and a fluorescent material in an emitting layer of an example of an organic electroluminescence element according to a first embodiment of the present invention, as well as the relationship between energy transfer. DETAILED DESCRIPTION OF THE INVENTION

[0015] [Definition] In this specification, hydrogen atoms include isotopes with different numbers of neutrons, namely protium, deuterium, and tritium.

[0016] In this specification, in a chemical structural formula, a hydrogen atom, i.e., a protium atom, a deuterium atom, or a tritium atom is assumed to be bonded to a possible bonding position that is not explicitly marked with a symbol such as "R" or "D" representing a deuterium atom.

[0017] As used herein, the term "number of ring carbon atoms" refers to the number of carbon atoms among the atoms constituting the ring itself of a compound having a structure in which atoms are bonded in a ring (e.g., a monocyclic compound, a fused ring compound, a bridged compound, a carbocyclic compound, and a heterocyclic compound). When the ring is substituted with a substituent, the carbon atoms contained in the substituent are not included in the number of ring carbon atoms. The "number of ring carbon atoms" described below is the same unless otherwise specified. For example, a benzene ring has 6 ring carbon atoms, a naphthalene ring has 10 ring carbon atoms, a pyridine ring has 5 ring carbon atoms, and a furan ring has 4 ring carbon atoms. For example, a 9,9-diphenylfluorenyl group has 13 ring carbon atoms, and a 9,9'-spirobifluorenyl group has 25 ring carbon atoms. Furthermore, when a benzene ring is substituted with, for example, an alkyl group as a substituent, the number of carbon atoms of the alkyl group is not included in the number of ring carbon atoms of the benzene ring. Therefore, the number of ring carbon atoms of the benzene ring substituted with an alkyl group is 6. Furthermore, when a naphthalene ring is substituted with, for example, an alkyl group as a substituent, the number of carbon atoms of the alkyl group is not included in the number of ring carbon atoms of the naphthalene ring. Therefore, the number of ring carbon atoms of the naphthalene ring substituted with an alkyl group is 10.

[0018] In this specification, the number of ring atoms refers to the number of atoms constituting the ring itself of a compound (e.g., a monocyclic compound, a fused ring compound, a bridged compound, a carbocyclic compound, and a heterocyclic compound) having a structure in which atoms are bonded in a ring (e.g., a monocyclic ring, a fused ring, and a ring assembly). Atoms that do not constitute the ring (e.g., hydrogen atoms terminating the bonds of atoms constituting the ring) and atoms contained in the substituent when the ring is substituted with a substituent are not included in the number of ring atoms. The "number of ring atoms" described below is the same unless otherwise specified. For example, the number of ring atoms of a pyridine ring is 6, the number of ring atoms of a quinazoline ring is 10, and the number of ring atoms of a furan ring is 5. For example, the number of hydrogen atoms or atoms constituting a substituent bonded to the pyridine ring are not included in the number of pyridine ring atoms. Therefore, the number of ring atoms of a pyridine ring to which a hydrogen atom or a substituent is bonded is 6. Furthermore, for example, hydrogen atoms bonded to carbon atoms of the quinazoline ring or atoms constituting substituents are not included in the number of ring atoms of the quinazoline ring, so the number of ring atoms of a quinazoline ring to which a hydrogen atom or a substituent is bonded is 10.

[0019] In this specification, the "number of carbon atoms XX to YY" in the expression "substituted or unsubstituted ZZ group having carbon atoms XX to YY" refers to the number of carbon atoms when the ZZ group is unsubstituted, and does not include the number of carbon atoms of the substituent when the ZZ group is substituted. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

[0020] In this specification, the "number of atoms XX to YY" in the expression "a substituted or unsubstituted ZZ group having XX to YY atoms" refers to the number of atoms when the ZZ group is unsubstituted, and does not include the number of atoms of the substituent when the ZZ group is substituted. Here, "YY" is larger than "XX", "XX" means an integer of 1 or more, and "YY" means an integer of 2 or more.

[0021] In this specification, an unsubstituted ZZ group refers to a case where a "substituted or unsubstituted ZZ group" is an "unsubstituted ZZ group", and a substituted ZZ group refers to a case where a "substituted or unsubstituted ZZ group" is a "substituted ZZ group". In this specification, "unsubstituted" in the context of a "substituted or unsubstituted ZZ group" means that a hydrogen atom in the ZZ group is not replaced with a substituent. The hydrogen atom in the "unsubstituted ZZ group" is a protist atom, a deuterium atom, or a tritium atom. In this specification, "substituted" in the context of "a substituted or unsubstituted ZZ group" means that one or more hydrogen atoms in the ZZ group are replaced with a substituent. Similarly, "substituted" in the context of "a BB group substituted with an AA group" means that one or more hydrogen atoms in the BB group are replaced with an AA group.

[0022] "Substituents described herein" The substituents described in this specification will be explained below.

[0023] The "unsubstituted aryl group" described in this specification has 6 to 50 ring carbon atoms, preferably 6 to 30 ring carbon atoms, and more preferably 6 to 18 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted heterocyclic group" described in this specification has 5 to 50 ring atoms, preferably 5 to 30 ring atoms, and more preferably 5 to 18 ring atoms, unless otherwise specified in this specification. The "unsubstituted alkyl group" described in this specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms, unless otherwise specified in this specification. Unless otherwise specified in this specification, the "unsubstituted alkenyl group" described in this specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms. Unless otherwise specified, the "unsubstituted alkynyl group" described in this specification has 2 to 50 carbon atoms, preferably 2 to 20 carbon atoms, and more preferably 2 to 6 carbon atoms. The "unsubstituted cycloalkyl group" described in this specification has 3 to 50 ring carbon atoms, preferably 3 to 20, and more preferably 3 to 6 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted arylene group" described in this specification has 6 to 50 ring carbon atoms, preferably 6 to 30 ring carbon atoms, and more preferably 6 to 18 ring carbon atoms, unless otherwise specified in this specification. The "unsubstituted divalent heterocyclic group" described in this specification has 5 to 50 ring atoms, preferably 5 to 30 ring atoms, and more preferably 5 to 18 ring atoms, unless otherwise specified in this specification. The "unsubstituted alkylene group" described in this specification has 1 to 50 carbon atoms, preferably 1 to 20 carbon atoms, and more preferably 1 to 6 carbon atoms, unless otherwise specified in this specification.

[0024] "Substituted or unsubstituted aryl group" Specific examples (specific example group G1) of the "substituted or unsubstituted aryl group" described in this specification include the following unsubstituted aryl group (specific example group G1A) and substituted aryl group (specific example group G1B). (Here, the term "unsubstituted aryl group" refers to the case where the "substituted or unsubstituted aryl group" is an "unsubstituted aryl group," and the term "substituted aryl group" refers to the case where the "substituted or unsubstituted aryl group" is a "substituted aryl group.") In this specification, the term "aryl group" simply refers to both an "unsubstituted aryl group" and a "substituted aryl group." A "substituted aryl group" refers to a group in which one or more hydrogen atoms of an "unsubstituted aryl group" are replaced with a substituent. Examples of the "substituted aryl group" include groups in which one or more hydrogen atoms of the "unsubstituted aryl group" are replaced with a substituent, and examples of the substituted aryl group in the specific example group G1A below. The examples of the "unsubstituted aryl group" and the examples of the "substituted aryl group" listed here are merely examples, and the "substituted aryl group" described in this specification also includes groups in which a hydrogen atom bonded to a carbon atom of the aryl group itself in the "substituted aryl group" in the specific example group G1B below is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted aryl group" in the specific example group G1B below is further replaced with a substituent.

[0025] Unsubstituted aryl groups (specific example group G1A): phenyl group, p-biphenyl group, m-biphenyl group, o-biphenyl group, p-terphenyl-4-yl group, p-terphenyl-3-yl group, p-terphenyl-2-yl group, m-terphenyl-4-yl group, m-terphenyl-3-yl group, m-terphenyl-2-yl group, o-terphenyl-4-yl group, o-terphenyl-3-yl group, o-terphenyl-2-yl group, 1-naphthyl group, 2-naphthyl group, anthryl group, benzanthryl group, phenanthryl group, benzophenanthryl group, phenalenyl group, pyrenyl group, chrysenyl group, benzochrysenyl group, a triphenylenyl group, benzotriphenylenyl group, tetracenyl group, pentacenyl group, fluorenyl groups, 9,9'-spirobifluorenyl group, benzofluorenyl groups, dibenzofluorenyl groups, fluoranthenyl group, benzofluoranthenyl group, perylenyl groups, and A monovalent aryl group derived by removing one hydrogen atom from a ring structure represented by the following general formulae (TEMP-1) to (TEMP-15).

[0026] [ka]

[0027] [ka]

[0028] Substituted aryl groups (specific example group G1B): o-tolyl group, m-tolyl group, p-tolyl group, para-xylyl group, meta-xylyl group, ortho-xylyl group, para-isopropylphenyl group, meta-isopropylphenyl group, ortho-isopropylphenyl group, para-t-butylphenyl group, meta-t-butylphenyl group, ortho-t-butylphenyl group, 3,4,5-trimethylphenyl group, 9,9-dimethylfluorenyl group, 9,9-diphenylfluorenyl group, 9,9-bis(4-methylphenyl)fluorenyl group, 9,9-bis(4-isopropylphenyl)fluorenyl group, 9,9-bis(4-t-butylphenyl)fluorenyl group, cyanophenyl groups, triphenylsilylphenyl group, trimethylsilylphenyl group, phenylnaphthyl group, naphthylphenyl groups, and A group in which one or more hydrogen atoms of a monovalent group derived from a ring structure represented by any one of the general formulae (TEMP-1) to (TEMP-15) are replaced with a substituent.

[0029] "Substituted or unsubstituted heterocyclic group" The "heterocyclic group" described herein is a cyclic group containing at least one heteroatom among the ring-forming atoms. Specific examples of the heteroatom include a nitrogen atom, an oxygen atom, a sulfur atom, a silicon atom, a phosphorus atom, and a boron atom. The "heterocyclic groups" described herein are either monocyclic or fused ring groups. The "heterocyclic group" described herein may be an aromatic heterocyclic group or a non-aromatic heterocyclic group. Specific examples (specific example group G2) of the "substituted or unsubstituted heterocyclic group" described in this specification include the following unsubstituted heterocyclic group (specific example group G2A) and substituted heterocyclic group (specific example group G2B). (Here, the unsubstituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is an "unsubstituted heterocyclic group," and the substituted heterocyclic group refers to the case where the "substituted or unsubstituted heterocyclic group" is a "substituted heterocyclic group.") In this specification, the term "heterocyclic group" simply includes both an "unsubstituted heterocyclic group" and a "substituted heterocyclic group." A "substituted heterocyclic group" refers to a group in which one or more hydrogen atoms of an "unsubstituted heterocyclic group" are replaced with a substituent. Specific examples of the "substituted heterocyclic group" include the groups in which a hydrogen atom of the "unsubstituted heterocyclic group" in the specific example group G2A below is replaced, and the examples of the substituted heterocyclic group in the specific example group G2B below are also included. The examples of the "unsubstituted heterocyclic group" and the "substituted heterocyclic group" listed here are merely examples, and the "substituted heterocyclic group" described in this specification also includes groups in which a hydrogen atom bonded to a ring-forming atom of the heterocyclic group itself in the "substituted heterocyclic group" in the specific example group G2B is further replaced with a substituent, and groups in which a hydrogen atom of a substituent in the "substituted heterocyclic group" in the specific example group G2B is further replaced with a substituent.

[0030] Specific example group G2A includes, for example, the following unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1), unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2), unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3), and monovalent heterocyclic groups derived by removing one hydrogen atom from ring structures represented by the following general formulae (TEMP-16) to (TEMP-33) (specific example group G2A4).

[0031] Specific example group G2B includes, for example, the following substituted heterocyclic groups containing a nitrogen atom (specific example group G2B1), substituted heterocyclic groups containing an oxygen atom (specific example group G2B2), substituted heterocyclic groups containing a sulfur atom (specific example group G2B3), and groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from a ring structure represented by the following general formulae (TEMP-16) to (TEMP-33) are replaced with a substituent (specific example group G2B4).

[0032] Unsubstituted heterocyclic groups containing a nitrogen atom (specific example group G2A1): pyrrolyl group, imidazolyl group, pyrazolyl group, a triazolyl group, tetrazolyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, a thiazolyl group, isothiazolyl group, a thiadiazolyl group, pyridyl group, pyridazinyl group, pyrimidinyl group, pyrazinyl group, a triazinyl group, Indolyl groups, isoindolyl groups, an indolizinyl group, a quinolidinyl group, quinolyl group, isoquinolyl group, cinnolyl group, phthalazinyl group, a quinazolinyl group, quinoxalinyl group, benzimidazolyl group, an indazolyl group, a phenanthrolinyl group, a phenanthridinyl group, acridinyl group, phenazinyl group, a carbazolyl group, a benzocarbazolyl group, morpholino group, phenoxazinyl group, a phenothiazinyl group, Azacarbazolyl group and diazacarbazolyl group.

[0033] Unsubstituted heterocyclic groups containing an oxygen atom (specific example group G2A2): furyl group, an oxazolyl group, an isoxazolyl group, an oxadiazolyl group, xanthenyl group, benzofuranyl group, isobenzofuranyl group, dibenzofuranyl group, naphthobenzofuranyl group, benzoxazolyl groups, benzoisoxazolyl group, phenoxazinyl group, morpholino group, a dinaphthofuranyl group, azadibenzofuranyl group, diazadibenzofuranyl group, an azanaphthobenzofuranyl group, and Diazanaphthobenzofuranyl group.

[0034] Unsubstituted heterocyclic groups containing a sulfur atom (specific example group G2A3): a thienyl group, a thiazolyl group, isothiazolyl group, a thiadiazolyl group, Benzothiophenyl group (benzothienyl group), isobenzothiophenyl group (isobenzothienyl group), Dibenzothiophenyl group (dibenzothienyl group), naphthobenzothiophenyl group (naphthobenzothienyl group), benzothiazolyl group, benzoisothiazolyl group, a phenothiazinyl group, Dinaphthothiophenyl group (dinaphthothienyl group), Azadibenzothiophenyl group (azadibenzothienyl group), diazadibenzothiophenyl group (diazadibenzothienyl group), Azanaphthobenzothiophenyl group (azanaphthobenzothienyl group), and Diazanaphthobenzothiophenyl group (diazanaphthobenzothienyl group).

[0035] Monovalent heterocyclic groups derived by removing one hydrogen atom from the ring structures represented by the following general formulae (TEMP-16) to (TEMP-33) (specific example group G2A4):

[0036] [ka]

[0037] [ka]

[0038] In the general formulae (TEMP-16) to (TEMP-33), X A and Y A are each independently an oxygen atom, a sulfur atom, NH, or CH2. A and Y A At least one of is an oxygen atom, a sulfur atom, or NH. In the general formulae (TEMP-16) to (TEMP-33), X A and Y A When at least one of is NH or CH2, the monovalent heterocyclic group derived from the ring structure represented by the general formulae (TEMP-16) to (TEMP-33) includes a monovalent group obtained by removing one hydrogen atom from NH or CH2.

[0039] Substituted heterocyclic groups containing a nitrogen atom (specific example group G2B1): a (9-phenyl)carbazolyl group, a (9-biphenylyl)carbazolyl group, a (9-phenyl)phenylcarbazolyl group, a (9-naphthyl)carbazolyl group, diphenylcarbazol-9-yl group, phenylcarbazol-9-yl group, methylbenzimidazolyl group, ethylbenzimidazolyl group, phenyltriazinyl group, biphenylyltriazinyl group, diphenyltriazinyl group, phenylquinazolinyl group, and Biphenylylquinazolinyl group.

[0040] Substituted heterocyclic groups containing an oxygen atom (specific example group G2B2): phenyldibenzofuranyl group, methyldibenzofuranyl group, t-butyldibenzofuranyl group, and A monovalent residue of spiro[9H-xanthene-9,9'-[9H]fluorene].

[0041] Substituted heterocyclic groups containing sulfur atoms (specific example group G2B3): phenyldibenzothiophenyl group, methyldibenzothiophenyl group, t-butyldibenzothiophenyl group, and A monovalent residue of spiro[9H-thioxanthene-9,9'-[9H]fluorene].

[0042] Groups in which one or more hydrogen atoms of a monovalent heterocyclic group derived from a ring structure represented by the above general formulae (TEMP-16) to (TEMP-33) are replaced with a substituent (specific example group G2B4):

[0043] The "one or more hydrogen atoms of the monovalent heterocyclic group" refers to a hydrogen atom bonded to a ring-forming carbon atom of the monovalent heterocyclic group, A and Y A a hydrogen atom bonded to a nitrogen atom when at least one of A and Y Aor more hydrogen atoms selected from the hydrogen atoms of a methylene group when one of the groups is CH2.

[0044] "Substituted or unsubstituted alkyl groups" Specific examples (specific example group G3) of the "substituted or unsubstituted alkyl group" described herein include the following unsubstituted alkyl group (specific example group G3A) and substituted alkyl group (specific example group G3B). (Here, the unsubstituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is an "unsubstituted alkyl group," and the substituted alkyl group refers to the case where the "substituted or unsubstituted alkyl group" is a "substituted alkyl group.") Hereinafter, when simply referring to an "alkyl group," both an "unsubstituted alkyl group" and a "substituted alkyl group" are included. The term "substituted alkyl group" refers to an "unsubstituted alkyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted alkyl group" include the following "unsubstituted alkyl group" (specific example group G3A) in which one or more hydrogen atoms have been replaced with a substituent, and the examples of the substituted alkyl group (specific example group G3B). In this specification, the alkyl group in the "unsubstituted alkyl group" refers to a chain-like alkyl group. Therefore, the "unsubstituted alkyl group" includes a linear "unsubstituted alkyl group" and a branched "unsubstituted alkyl group." Note that the examples of the "unsubstituted alkyl group" and the "substituted alkyl group" listed here are merely examples, and the "substituted alkyl group" described in this specification also includes a group in which a hydrogen atom of the alkyl group itself in the "substituted alkyl group" in specific example group G3B is further replaced with a substituent, and a group in which a hydrogen atom of a substituent in the "substituted alkyl group" in specific example group G3B is further replaced with a substituent.

[0045] Unsubstituted alkyl groups (specific example group G3A): methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, s-butyl group, and t-butyl group.

[0046] Substituted alkyl groups (specific example group G3B): heptafluoropropyl group (including isomers), pentafluoroethyl group, 2,2,2-trifluoroethyl group, and Trifluoromethyl group.

[0047] "Substituted or unsubstituted alkenyl group" Specific examples (specific example group G4) of the "substituted or unsubstituted alkenyl group" described herein include the following unsubstituted alkenyl group (specific example group G4A) and substituted alkenyl group (specific example group G4B). (Here, the term "unsubstituted alkenyl group" refers to the case where the "substituted or unsubstituted alkenyl group" is an "unsubstituted alkenyl group," and the term "substituted alkenyl group" refers to the case where the "substituted or unsubstituted alkenyl group" is a "substituted alkenyl group.") In this specification, the term "alkenyl group" simply includes both an "unsubstituted alkenyl group" and a "substituted alkenyl group." A "substituted alkenyl group" refers to an "unsubstituted alkenyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted alkenyl group" include the following "unsubstituted alkenyl groups" (specific example group G4A) having a substituent, and the examples of substituted alkenyl groups (specific example group G4B). The examples of "unsubstituted alkenyl groups" and "substituted alkenyl groups" listed here are merely examples, and the "substituted alkenyl group" described in this specification also includes groups in the "substituted alkenyl groups" of specific example group G4B in which a hydrogen atom of the alkenyl group itself has been further replaced with a substituent, and groups in the "substituted alkenyl groups" of specific example group G4B in which a hydrogen atom of a substituent has been further replaced with a substituent.

[0048] Unsubstituted alkenyl groups (specific example group G4A): vinyl groups, Allyl groups, a 1-butenyl group, 2-butenyl group, and 3-butenyl group.

[0049] Substituted alkenyl groups (specific example group G4B): 1,3-butadienyl group, 1-methylvinyl group, 1-methylallyl group, 1,1-dimethylallyl group, 2-methylallyl group, and 1,2-dimethylallyl group.

[0050] "Substituted or unsubstituted alkynyl group" Specific examples (specific example group G5) of the "substituted or unsubstituted alkynyl group" described in this specification include the following unsubstituted alkynyl groups (specific example group G5A). (Here, the unsubstituted alkynyl group refers to a case where the "substituted or unsubstituted alkynyl group" is an "unsubstituted alkynyl group.") Hereinafter, when simply referring to an "alkynyl group," it includes both an "unsubstituted alkynyl group" and a "substituted alkynyl group." A "substituted alkynyl group" means a group in which one or more hydrogen atoms in an "unsubstituted alkynyl group" are replaced with substituents. Specific examples of the "substituted alkynyl group" include groups in which one or more hydrogen atoms in the following "unsubstituted alkynyl group" (specific example group G5A) are replaced with substituents, etc.

[0051] Unsubstituted alkynyl groups (specific example group G5A): Ethynyl group.

[0052] "Substituted or unsubstituted cycloalkyl groups" Specific examples (specific example group G6) of the "substituted or unsubstituted cycloalkyl group" described herein include the following unsubstituted cycloalkyl group (specific example group G6A) and substituted cycloalkyl group (specific example group G6B). (Here, the unsubstituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is an "unsubstituted cycloalkyl group," and the substituted cycloalkyl group refers to the case where the "substituted or unsubstituted cycloalkyl group" is a "substituted cycloalkyl group.") In this specification, when the term "cycloalkyl group" is simply used, it includes both an "unsubstituted cycloalkyl group" and a "substituted cycloalkyl group." A "substituted cycloalkyl group" refers to an "unsubstituted cycloalkyl group" in which one or more hydrogen atoms have been replaced with a substituent. Specific examples of the "substituted cycloalkyl group" include the following "unsubstituted cycloalkyl group" (specific example group G6A) in which one or more hydrogen atoms have been replaced with a substituent, and the examples of the substituted cycloalkyl group (specific example group G6B). The examples of "unsubstituted cycloalkyl groups" and "substituted cycloalkyl groups" listed here are merely examples, and the "substituted cycloalkyl group" described in this specification also includes a group in the "substituted cycloalkyl group" of specific example group G6B in which one or more hydrogen atoms bonded to a carbon atom of the cycloalkyl group itself have been replaced with a substituent, and a group in the "substituted cycloalkyl group" of specific example group G6B in which a hydrogen atom of a substituent has been further replaced with a substituent.

[0053] Unsubstituted cycloalkyl groups (specific example group G6A): a cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, 1-adamantyl group, 2-adamantyl group, 1-norbornyl group, and 2-norbornyl group.

[0054] Substituted cycloalkyl groups (specific example group G6B): 4-methylcyclohexyl group.

[0055] -Si(R 901 )(R 902 )(R 903 ) a group represented by -Si(R) 901 )(R 902 )(R 903 Specific examples (specific example group G7) of the group represented by -Si(G1)(G1)(G1), -Si(G1)(G2)(G2), -Si(G1)(G1)(G2), -Si(G2)(G2)(G2), -Si(G3)(G3)(G3), and -Si(G6)(G6)(G6) Here, G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6. The multiple G1s in -Si(G1)(G1)(G1) are the same as or different from each other. The multiple G2s in -Si(G1)(G2)(G2) are the same as or different from each other. The multiple G1s in —Si(G1)(G1)(G2) are the same as or different from each other. The multiple G2s in -Si(G2)(G2)(G2) are the same as or different from each other. The multiple G3s in -Si(G3)(G3)(G3) are the same as or different from each other. The multiple G6s in -Si(G6)(G6)(G6) are the same as or different from each other.

[0056] -O-(R 904 ) a group represented by -O-(R904 Specific examples (specific example group G8) of the group represented by -O(G1), -O(G2), -O(G3), and -O(G6) Examples include: where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.

[0057] -S-(R 905 ) a group represented by -S-(R 905 Specific examples (specific example group G9) of the group represented by -S(G1), -S(G2), -S(G3), and -S(G6) Examples include: where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6.

[0058] -N(R 906 )(R 907 ) a group represented by -N(R 906 )(R 907 Specific examples (specific example group G10) of the group represented by -N(G1)(G1), -N(G2)(G2), -N(G1)(G2), -N(G3)(G3), and -N(G6)(G6) Examples include: where: G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. G2 is a "substituted or unsubstituted heterocyclic group" described in specific example group G2. G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. G6 is a "substituted or unsubstituted cycloalkyl group" described in specific example group G6. -The multiple G1s in N(G1)(G1) are the same as or different from each other. The multiple G2's in -N(G2)(G2) are the same as or different from each other. -The multiple G3s in N(G3)(G3) are the same as or different from each other. The multiple G6s in -N(G6)(G6) are the same as or different from each other.

[0059] "Halogen atoms" Specific examples (specific example group G11) of the "halogen atom" described in this specification include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0060] "Substituted or unsubstituted fluoroalkyl groups" The term "substituted or unsubstituted fluoroalkyl group" as used herein refers to a group in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group in a "substituted or unsubstituted alkyl group" is replaced with a fluorine atom, and also includes a group in which all hydrogen atoms bonded to carbon atoms constituting the alkyl group in a "substituted or unsubstituted alkyl group" are replaced with fluorine atoms (perfluoro group). Unless otherwise specified herein, the number of carbon atoms in an "unsubstituted fluoroalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18. The term "substituted fluoroalkyl group" refers to a group in which one or more hydrogen atoms of a "fluoroalkyl group" are replaced with a substituent. The term "substituted fluoroalkyl group" as used herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom of the alkyl chain in a "substituted fluoroalkyl group" are further replaced with a substituent, and a group in which one or more hydrogen atoms of the substituent in a "substituted fluoroalkyl group" are further replaced with a substituent. Specific examples of the "unsubstituted fluoroalkyl group" include the examples of the above-mentioned "alkyl group" (specific example group G3) in which one or more hydrogen atoms are replaced with a fluorine atom.

[0061] "Substituted or unsubstituted haloalkyl groups" The term "substituted or unsubstituted haloalkyl group" as used herein refers to a group in which at least one hydrogen atom bonded to a carbon atom constituting the alkyl group in a "substituted or unsubstituted alkyl group" is replaced with a halogen atom, and also includes a group in which all hydrogen atoms bonded to carbon atoms constituting the alkyl group in a "substituted or unsubstituted alkyl group" are replaced with halogen atoms. The number of carbon atoms in an "unsubstituted haloalkyl group" is 1 to 50, preferably 1 to 30, and more preferably 1 to 18, unless otherwise specified herein. The term "substituted haloalkyl group" refers to a group in which one or more hydrogen atoms in a "haloalkyl group" are replaced with a substituent. The term "substituted haloalkyl group" as used herein also includes a group in which one or more hydrogen atoms bonded to a carbon atom in the alkyl chain in a "substituted haloalkyl group" are further replaced with a substituent, and a group in which one or more hydrogen atoms of the substituent in a "substituted haloalkyl group" are further replaced with a substituent. Specific examples of "unsubstituted haloalkyl groups" include the examples of the above-mentioned "alkyl groups" (specific example group G3) in which one or more hydrogen atoms are replaced with halogen atoms. Haloalkyl groups are sometimes referred to as halogenated alkyl groups.

[0062] "Substituted or unsubstituted alkoxy group" A specific example of the "substituted or unsubstituted alkoxy group" described herein is a group represented by -O(G3), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. Unless otherwise specified herein, the "unsubstituted alkoxy group" has 1 to 50 carbon atoms, preferably 1 to 30 carbon atoms, and more preferably 1 to 18 carbon atoms.

[0063] "Substituted or unsubstituted alkylthio group" A specific example of the "substituted or unsubstituted alkylthio group" described herein is a group represented by -S(G3), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. Unless otherwise specified herein, the "unsubstituted alkylthio group" has 1 to 50 carbon atoms, preferably 1 to 30 carbon atoms, and more preferably 1 to 18 carbon atoms.

[0064] "Substituted or unsubstituted aryloxy group" A specific example of the "substituted or unsubstituted aryloxy group" described in this specification is a group represented by -O(G1), where G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring carbon atoms of the "unsubstituted aryloxy group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0065] "Substituted or unsubstituted arylthio group" A specific example of the "substituted or unsubstituted arylthio group" described in this specification is a group represented by -S(G1), where G1 is a "substituted or unsubstituted aryl group" described in specific example group G1. The number of ring carbon atoms of the "unsubstituted arylthio group" is 6 to 50, preferably 6 to 30, and more preferably 6 to 18, unless otherwise specified in this specification.

[0066] "Substituted or unsubstituted trialkylsilyl group" A specific example of the "trialkylsilyl group" described herein is a group represented by -Si(G3)(G3)(G3), where G3 is a "substituted or unsubstituted alkyl group" described in specific example group G3. The multiple G3s in -Si(G3)(G3)(G3) may be the same or different. Unless otherwise specified herein, the number of carbon atoms in each alkyl group of the "trialkylsilyl group" is 1 to 50, preferably 1 to 20, and more preferably 1 to 6.

[0067] "Substituted or unsubstituted aralkyl group" A specific example of the "substituted or unsubstituted aralkyl group" described herein is a group represented by -(G3)-(G1), where G3 is a "substituted or unsubstituted alkyl group" described in the specific example group G3, and G1 is a "substituted or unsubstituted aryl group" described in the specific example group G1. Thus, an "aralkyl group" is a group in which a hydrogen atom of an "alkyl group" is replaced with an "aryl group" as a substituent, and is one embodiment of a "substituted alkyl group." An "unsubstituted aralkyl group" is an "unsubstituted alkyl group" substituted with an "unsubstituted aryl group," and the number of carbon atoms in the "unsubstituted aralkyl group" is 7 to 50, preferably 7 to 30, and more preferably 7 to 18, unless otherwise specified herein. Specific examples of "substituted or unsubstituted aralkyl groups" include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl-t-butyl, α-naphthylmethyl, 1-α-naphthylethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthylethyl, 2-β-naphthylethyl, 1-β-naphthylisopropyl, and 2-β-naphthylisopropyl groups.

[0068] Unless otherwise specified in the present specification, the substituted or unsubstituted aryl group described in the present specification is preferably a phenyl group, a p-biphenyl group, an m-biphenyl group, an o-biphenyl group, a p-terphenyl-4-yl group, a p-terphenyl-3-yl group, a p-terphenyl-2-yl group, an m-terphenyl-4-yl group, an m-terphenyl-3-yl group, an m-terphenyl-2-yl group, an o-terphenyl-4-yl group, an o-terphenyl-3-yl group, an o-terphenyl-2-yl group, a 1-naphthyl group, a 2-naphthyl group, an anthryl group, a phenanthryl group, a pyrenyl group, a chrysenyl group, a triphenylenyl group, a fluorenyl group, a 9,9'-spirobifluorenyl group, a 9,9-dimethylfluorenyl group, a 9,9-diphenylfluorenyl group, or the like.

[0069] Unless otherwise specified in the present specification, the substituted or unsubstituted heterocyclic group described herein is preferably a pyridyl group, a pyrimidinyl group, a triazinyl group, a quinolyl group, an isoquinolyl group, a quinazolinyl group, a benzimidazolyl group, a phenanthrolinyl group, a carbazolyl group (a 1-carbazolyl group, a 2-carbazolyl group, a 3-carbazolyl group, a 4-carbazolyl group, or a 9-carbazolyl group), a benzocarbazolyl group, an azacarbazolyl group, a diazacarbazolyl group, a dibenzofuranyl group, a naphthobenzofuranyl group, an azadibenzofuranyl group, a diazadibenzofuranyl group, a dibenzothiophenyl group, a naphthobenzothiophenyl group, an aza Examples include a dibenzothiophenyl group, a diazadibenzothiophenyl group, a (9-phenyl)carbazolyl group (a (9-phenyl)carbazol-1-yl group, a (9-phenyl)carbazol-2-yl group, a (9-phenyl)carbazol-3-yl group, or a (9-phenyl)carbazol-4-yl group), a (9-biphenylyl)carbazolyl group, a (9-phenyl)phenylcarbazolyl group, a diphenylcarbazol-9-yl group, a phenylcarbazol-9-yl group, a phenyltriazinyl group, a biphenylyltriazinyl group, a diphenyltriazinyl group, a phenyldibenzofuranyl group, and a phenyldibenzothiophenyl group.

[0070] In this specification, a carbazolyl group is specifically any of the following groups, unless otherwise specified in this specification.

[0071] [ka]

[0072] In this specification, unless otherwise specified in this specification, a (9-phenyl)carbazolyl group specifically means any of the following groups:

[0073] [ka]

[0074] In the general formulae (TEMP-Cz1) to (TEMP-Cz9), * represents a bonding position.

[0075] In this specification, a dibenzofuranyl group and a dibenzothiophenyl group are specifically any of the following groups, unless otherwise specified in this specification.

[0076] [ka]

[0077] In the general formulae (TEMP-34) to (TEMP-41), * represents a bonding position.

[0078] Unless otherwise specified herein, the substituted or unsubstituted alkyl groups described herein are preferably methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl, and the like.

[0079] "Substituted or unsubstituted arylene group" Unless otherwise specified, the "substituted or unsubstituted arylene group" described in this specification is a divalent group derived by removing one hydrogen atom on the aryl ring from the above-mentioned "substituted or unsubstituted aryl group". Specific examples of the "substituted or unsubstituted arylene group" (specific example group G12) include divalent groups derived by removing one hydrogen atom on the aryl ring from the "substituted or unsubstituted aryl group" described in specific example group G1.

[0080] "Substituted or unsubstituted divalent heterocyclic group" Unless otherwise specified, the "substituted or unsubstituted divalent heterocyclic group" described in this specification is a divalent group derived by removing one hydrogen atom on the heterocycle from the above-mentioned "substituted or unsubstituted heterocyclic group". Specific examples (specific example group G13) of the "substituted or unsubstituted divalent heterocyclic group" include divalent groups derived by removing one hydrogen atom on the heterocycle from the "substituted or unsubstituted heterocyclic group" described in specific example group G2.

[0081] "Substituted or unsubstituted alkylene group" Unless otherwise specified, the "substituted or unsubstituted alkylene group" described in this specification is a divalent group derived by removing one hydrogen atom on the alkyl chain from the above-mentioned "substituted or unsubstituted alkyl group." Specific examples of the "substituted or unsubstituted alkylene group" (specific example group G14) include divalent groups derived by removing one hydrogen atom on the alkyl chain from the "substituted or unsubstituted alkyl group" described in specific example group G3.

[0082] Unless otherwise specified in the present specification, the substituted or unsubstituted arylene group described in the present specification is preferably any one of the groups represented by the following general formulae (TEMP-42) to (TEMP-68).

[0083] [ka]

[0084] [ka]

[0085] In the general formulae (TEMP-42) to (TEMP-52), Q1 to Q 10 are each independently a hydrogen atom or a substituent. In the general formulae (TEMP-42) to (TEMP-52), * represents a bonding position.

[0086] [ka]

[0087] In the general formulae (TEMP-53) to (TEMP-62), Q1 to Q 10 are each independently a hydrogen atom or a substituent. Equations Q9 and Q 10 may be bonded to each other via a single bond to form a ring. In the general formulae (TEMP-53) to (TEMP-62), * represents a bonding position.

[0088] [ka]

[0089] In the general formulae (TEMP-63) to (TEMP-68), Q1 to Q8 each independently represent a hydrogen atom or a substituent. In the general formulae (TEMP-63) to (TEMP-68), * represents a bonding position.

[0090] Unless otherwise specified in the present specification, the substituted or unsubstituted divalent heterocyclic group described in the present specification is preferably any one of the groups represented by the following general formulae (TEMP-69) to (TEMP-102).

[0091] [ka]

[0092] [ka]

[0093] [ka]

[0094] In the general formulae (TEMP-69) to (TEMP-82), Q1 to Q9 each independently represent a hydrogen atom or a substituent.

[0095] [ka]

[0096] [ka]

[0097] [ka]

[0098] [ka]

[0099] In the general formulae (TEMP-83) to (TEMP-102), Q1 to Q8 each independently represent a hydrogen atom or a substituent.

[0100] The above is the explanation of "substituents described in this specification."

[0101] - "When bonded to form a ring" In this specification, the phrase "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted monocycle, bond with each other to form a substituted or unsubstituted fused ring, or are not bonded to each other" means the case where "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted monocycle", the case where "one or more pairs of adjacent groups bond with each other to form a substituted or unsubstituted fused ring", or the case where "one or more pairs of adjacent groups do not bond with each other". In this specification, the cases where "one or more groups of two or more adjacent groups bond to each other to form a substituted or unsubstituted monocyclic ring" and "one or more groups of two or more adjacent groups bond to each other to form a substituted or unsubstituted fused ring" (hereinafter, these cases may be collectively referred to as "a case where they bond to form a ring") will be explained below. The case of an anthracene compound represented by the following general formula (TEMP-103), in which the main skeleton is an anthracene ring, will be explained as an example.

[0102] [ka]

[0103] For example, R921 ~R 930 In the case where "one or more pairs of adjacent two or more groups are bonded to each other to form a ring," one pair of adjacent two groups is R 921 and R 922 Paired with R 922 and R 923 Paired with R 923 and R 924 Paired with R 924 and R 930 Paired with R 930 and R 925 Paired with R 925 and R 926 Paired with R 926 and R 927 Paired with R 927 and R 928 Paired with R 928 and R 929 Pairs with and R 929 and R 921 It is paired with.

[0104] The above "one or more pairs" means that two or more pairs of adjacent two or more groups may simultaneously form a ring. For example, R 921 and R 922 and are bonded to each other to form ring Q A At the same time, R 925 and R 926 and are bonded to each other to form ring Q B When the anthracene compound represented by the general formula (TEMP-103) is formed, the anthracene compound represented by the general formula (TEMP-104) is represented by the following general formula (TEMP-104).

[0105] [ka]

[0106] When a "set of two or more adjacent units" forms a ring, it does not only mean that a set of two adjacent units is bonded, as in the previous example, but also that a set of three or more adjacent units is bonded. For example, R 921 and R 922 and are bonded to each other to form ring Q A and R 922 and R923 and are bonded to each other to form ring Q C and form three adjacent (R 921 , R 922 and R 923 In this case, the anthracene compound represented by the general formula (TEMP-103) is represented by the following general formula (TEMP-105): A and Ring Q C is R 922 Share.

[0107] [ka]

[0108] The "monocyclic ring" or "fused ring" formed may be a saturated ring or an unsaturated ring as the structure of only the ring formed. Even when "one pair of adjacent two" forms a "monocyclic ring" or a "fused ring", the "monocyclic ring" or the "fused ring" may form a saturated ring or an unsaturated ring. For example, in the case of the ring Q formed in the general formula (TEMP-104), A and Ring Q B are "monocyclic rings" or "fused rings", respectively. A , and ring Q C is a "fused ring". A and Tamaki Q C That is, Tamaki Q A and Tamaki Q C The ring Q in the general formula (TMEP-104) is fused to form a fused ring. A If is a benzene ring, then ring Q A The ring Q in the general formula (TMEP-104) is a monocyclic ring. A If is a naphthalene ring, then ring Q A is a fused ring.

[0109] The term "unsaturated ring" refers to an aromatic hydrocarbon ring or an aromatic heterocyclic ring. The term "saturated ring" refers to an aliphatic hydrocarbon ring or a non-aromatic heterocyclic ring. Specific examples of the aromatic hydrocarbon ring include structures in which the groups given as specific examples in the specific example group G1 are terminated with a hydrogen atom. Specific examples of the aromatic heterocycle include structures in which the aromatic heterocyclic groups exemplified as specific examples in the specific example group G2 are terminated with a hydrogen atom. Specific examples of the aliphatic hydrocarbon ring include structures in which the groups given as specific examples in the specific example group G6 are terminated with a hydrogen atom. The term "forming a ring" means that a ring is formed only with a plurality of atoms of the main skeleton, or with a plurality of atoms of the main skeleton and one or more optional elements. For example, R 921 and R 922 and Q are bonded together to form a ring A is R 921 The carbon atom of the anthracene skeleton to which R is bonded 922 It means a ring formed by the carbon atom of the anthracene skeleton to which R is bonded and one or more arbitrary elements. 921 and R 922 Todekan Q A In the case where R 921 The carbon atom of the anthracene skeleton to which R is bonded 922 When a monocyclic unsaturated ring is formed with the carbon atom of the anthracene skeleton to which R is bonded and four carbon atoms, 921 and R 922 The ring formed by

[0110] Here, unless otherwise specified in this specification, the "arbitrary element" is preferably at least one element selected from the group consisting of carbon, nitrogen, oxygen, and sulfur. In the arbitrary element (for example, in the case of carbon or nitrogen), the bond that does not form a ring may be terminated with a hydrogen atom or the like, or may be substituted with an "arbitrary substituent" described below. When an arbitrary element other than carbon is included, the formed ring is a heterocycle. Unless otherwise specified in this specification, the "one or more arbitrary elements" constituting the monocyclic or fused ring is preferably 2 or more and 15 or less, more preferably 3 or more and 12 or less, and even more preferably 3 or more and 5 or less. Unless otherwise specified in this specification, of the "monocyclic ring" and the "fused ring", the "monocyclic ring" is preferred. Unless otherwise specified in this specification, of the "saturated ring" and the "unsaturated ring", the "unsaturated ring" is preferred. Unless otherwise specified herein, a "monocyclic ring" is preferably a benzene ring. Unless otherwise specified herein, the "unsaturated ring" is preferably a benzene ring. When "one or more pairs of adjacent two or more groups" "combine with each other to form a substituted or unsubstituted monocyclic ring" or "combine with each other to form a substituted or unsubstituted fused ring," unless otherwise specified in this specification, preferably, one or more pairs of adjacent two or more groups combine with each other to form a substituted or unsubstituted "unsaturated ring" consisting of a plurality of atoms of the parent skeleton and at least one element selected from the group consisting of 1 to 15 carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms.

[0111] When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, the substituent is, for example, the "optional substituent" described later. When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, specific examples of the substituent are the substituents described in the above section "Substituents described in this specification." When the above-mentioned "saturated ring" or "unsaturated ring" has a substituent, the substituent is, for example, the "optional substituent" described below. When the above-mentioned "monocyclic ring" or "fused ring" has a substituent, specific examples of the substituent are the substituents described in the above section "Substituents described in this specification." The above is an explanation of the case where "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted monocyclic ring" and the case where "one or more pairs of adjacent groups bond to each other to form a substituted or unsubstituted fused ring" ("when bonded to form a ring").

[0112] Substituents in "substituted or unsubstituted" In one embodiment of the present specification, the substituent in the case of "substituted or unsubstituted" (sometimes referred to as "optional substituent" in the present specification) includes, for example, an unsubstituted alkyl group having 1 to 50 carbon atoms; an unsubstituted alkenyl group having 2 to 50 carbon atoms; an unsubstituted alkynyl group having 2 to 50 carbon atoms, an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms; -Si(R 901 )(R 902 )(R 903 ), -O-(R 904 ), -S-(R 905 ), -N(R 906 )(R 907 ), Halogen atoms, cyano groups, nitro groups, an unsubstituted aryl group having 6 to 50 ring carbon atoms, and Unsubstituted heterocyclic group having 5 to 50 ring atoms and the like, a group selected from the group consisting of where R 901 ~R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms. R 901 If there are two or more, there are two or more R 901 are identical to or different from each other, R 902 If there are two or more, there are two or more R 902 are identical to or different from each other, R903 If there are two or more, there are two or more R 903 are identical to or different from each other, R 904 If there are two or more, there are two or more R 904 are identical to or different from each other, R 905 If there are two or more, there are two or more R 905 are identical to or different from each other, R 906 If there are two or more, there are two or more R 906 are identical to or different from each other, R 907 If there are two or more, there are two or more R 907 are the same or different from each other.

[0113] In one embodiment, the substituents in the term "substituted or unsubstituted" are: an alkyl group having 1 to 50 carbon atoms; an aryl group having 6 to 50 ring carbon atoms, and Heterocyclic groups with 5 to 50 ring atoms is a group selected from the group consisting of:

[0114] In one embodiment, the substituents in the "substituted or unsubstituted" are: an alkyl group having 1 to 18 carbon atoms; an aryl group having 6 to 18 ring carbon atoms, and Heterocyclic groups with 5 to 18 ring atoms is a group selected from the group consisting of:

[0115] Specific examples of each group of the above optional substituents are the specific examples of the substituents described above in the section "Substituents described in this specification."

[0116] Unless otherwise specified in this specification, any adjacent substituents may be bonded to each other to form a "saturated ring" or an "unsaturated ring", preferably a substituted or unsubstituted saturated 5-membered ring, a substituted or unsubstituted saturated 6-membered ring, a substituted or unsubstituted unsaturated 5-membered ring, or a substituted or unsubstituted unsaturated 6-membered ring, more preferably a benzene ring. Unless otherwise specified in this specification, any optional substituent may further have a substituent. The substituent that the optional substituent further has is the same as the optional substituent described above.

[0117] In this specification, a numerical range expressed using "AA to BB" means a range that includes the number AA written before "AA to BB" as the lower limit and the number BB written after "AA to BB" as the upper limit.

[0118] In this specification, the expression "A≧B" means that the value of A is equal to the value of B, or the value of A is greater than the value of B. In this specification, the expression "A≦B" means that the value of A is equal to the value of B, or the value of A is smaller than the value of B.

[0119] First Embodiment <Organic electroluminescence element> The organic EL element according to this embodiment will be described. The organic EL device according to this embodiment includes an organic layer between an anode and a cathode. The organic layer includes at least one layer made of an organic compound. Alternatively, the organic layer includes a plurality of layers made of organic compounds stacked together. The organic layer may further include an inorganic compound.

[0120] The organic EL device according to this embodiment includes an anode, a cathode, and an emitting layer disposed between the anode and the cathode. The emitting layer contains a host material, a sensitizing material, and a fluorescent material. The host material is a first compound containing, in one molecule, one or more partial structures selected from the group consisting of partial structures represented by the following general formulas (101) to (118). The sensitizing material is one or more compounds selected from the group consisting of phosphorescent metal complexes and delayed fluorescent compounds. The fluorescent material is one or more compounds selected from the group consisting of third compounds represented by the following general formula (41). The host material, the sensitizing material, and the fluorescent material are different compounds. The energy gap T at 77 [K] of the host material is 77K (H1) and the energy gap T of the sensitizing material at 77 [K] 77K (G2) satisfy the relationship of the following formula (Formula 1). T 77K (H1)>T 77K (G2) …(Number 1)

[0121] According to this embodiment, it is possible to provide an organic electroluminescence element that emits light with high efficiency and high color purity. In the organic EL device according to this embodiment, the light-emitting layer contains a predetermined host material, a sensitizer, and a fluorescent material. In the light-emitting layer, hole-electron recombination is more likely to occur on the molecules of the host material or the sensitizer, rather than on the fluorescent material. In the sensitizer, reverse intersystem crossing occurs from the lowest excited triplet state to the lowest excited singlet state when the sensitizer is a delayed fluorescent compound, whereas intersystem crossing occurs from the lowest excited singlet state to the lowest excited triplet state when the sensitizer is a phosphorescent metal complex. Thus, after efficient energy state transition to the lowest excited singlet state or the lowest excited triplet state occurs in the sensitizer, energy transfer occurs from the sensitizer to the fluorescent material, resulting in fluorescent emission from the lowest excited singlet state of the fluorescent material. In this embodiment, the third compound represented by general formula (41) used as the fluorescent material has a narrow half-width of the emission spectrum, and therefore the fluorescent material that receives energy from the sensitizer is thought to emit light with high efficiency and high color purity.

[0122] (organic layer) In the organic EL device of this embodiment, the organic layer may be, for example, composed of a single light-emitting layer, or may include layers that can be employed in organic EL devices. The layers that can be employed in organic EL devices are not particularly limited, and examples thereof include at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, and an electron injection layer.

[0123] In the organic EL device of this embodiment, a hole transport layer may be disposed between the anode and the light-emitting layer.

[0124] In the organic EL device of this embodiment, an electron transport layer may be disposed between the cathode and the light-emitting layer.

[0125] FIG. 1 shows a schematic configuration of an example of an organic EL element according to this embodiment. The organic EL element 1 includes a substrate 2, an anode 3, a cathode 4, and an organic layer 10 disposed between the anode 3 and the cathode 4. The organic layer 10 is configured by laminating a hole injection layer 6, a hole transport layer 7, an emitting layer 5, an electron transport layer 8, and an electron injection layer 9 in this order from the anode 3 side. The present invention is not limited to the configuration of the organic EL element shown in FIG.

[0126] (light-emitting layer) In one embodiment, the host material, the sensitizer material, and the fluorescent material are contained in a single layer. For example, if the organic EL device has one light-emitting layer, the host material, the sensitizer material, and the fluorescent material are contained in the single light-emitting layer. If the organic EL device has multiple light-emitting layers, the host material, the sensitizer material, and the fluorescent material are contained in any one of the multiple light-emitting layers.

[0127] In one embodiment, when the light-emitting layer contains a delayed fluorescent compound as a sensitizing material, the light-emitting layer does not contain a phosphorescent metal complex.

[0128] [Host material] In this embodiment, the host material is a first compound containing, in one molecule, one or more partial structures selected from the group consisting of partial structures represented by the following general formulas (101) to (118).

[0129] [ka]

[0130] [ka]

[0131] (In the general formula (101), A 11 ~A 16 are each independently a nitrogen atom, CR 11 or a carbon atom bonded to another atom or structure in the molecule of the first compound, However, A 11 ~A 16at least one of the carbon atoms is bonded to another atom or another structure in the molecule of the first compound, R 11 If there are multiple R 11 are the same or different, and multiple R 11 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, In the general formula (102), A1 to A4 each independently represent a nitrogen atom, CR 12 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 12 are each independently a hydrogen atom or a substituent, or an adjacent R 12 one or more pairs of the two groups are bonded to each other to form a ring, R 12 If there are multiple R 12 are the same or different, and multiple R 12 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, X 10 is NR 13 , C(R 14 )(R 15 ), Si(R 16 )(R 17 ), an oxygen atom, a sulfur atom, a nitrogen atom bonded to another atom or another structure in the molecule of the first compound, R 18 and a carbon atom bonded to another atom or structure in the molecule of the first compound, or R 19 and a silicon atom bonded to another atom or another structure in the molecule of the first compound, However, carbon atoms in A1 to A4, X 10 Nitrogen atom in X 10 Carbon atoms and X in 10 at least one of the silicon atoms in the formula (I) is bonded to another atom or another structure in the molecule of the first compound; R 14 and R 15 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 16 and R 17 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, In the general formula (103), R 115 and R 116 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, In the general formulae (101) to (104), R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 11 , R 12 , R 14 , R 15 , R 16 , R 17 , R 115 and R 116 , and R 13 , R 18 , R 19 and R 117 are each independently, hydrogen atom a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by -C(=O)R 908 a group represented by -COOR 909 a group represented by -P(=O)(R 910 )(R 911 ) a group represented by -P(=O)(OR 912 )(OR 913 ) a group represented by -Ge(R 914 )(R 915 )(R 916 ) a group represented by -B(R 917 )(R 918 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, In the general formulae (103) to (118), * represents a bonding site to another atom or another structure in the molecule of the first compound, When the first compound has a plurality of partial structures represented by the general formulas (101) to (104), The plurality of partial structures represented by the general formula (101) are the same or different from each other, The plurality of partial structures represented by the general formula (102) are the same or different from each other, The plurality of partial structures represented by the general formula (103) are the same or different from each other, The plurality of partial structures represented by the general formula (104) may be the same or different.

[0132] (In the first compound, R 901 ~R 918 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 908If there are multiple R 908 are the same or different from each other, R 909 If there are multiple R 909 are the same or different from each other, R 910 If there are multiple R 910 are the same or different from each other, R 911 If there are multiple R 911 are the same or different from each other, R 912 If there are multiple R 912 are the same or different from each other, R 913 If there are multiple R 913 are the same or different from each other, R 914 If there are multiple R 914 are the same or different from each other, R 915 If there are multiple R 915 are the same or different from each other, R 916 If there are multiple R 916 are the same or different from each other, R 917 If there are multiple R 917 are the same or different from each other, R 918 If there are multiple R 918 are either identical or different.)

[0133] In the general formula (102), X 10 is "a nitrogen atom bonded to another atom or another structure in the molecule of the first compound", the general formula (102) is represented by the following general formula (102-1). In the general formula (102), X 10 "R 18and a carbon atom bonded to another atom or another structure in the molecule of the first compound,” the general formula (102) is represented by the following general formula (102-2). In the general formula (102), X 10 "R 19 and a silicon atom bonded to another atom or another structure in the molecule of the first compound”, the general formula (102) is represented by the following general formula (102-3). In the general formulae (102-1) to (102-3), A1 to A4 each independently have the same meaning as A1 to A4 in the general formula (102), and R 18 and R 19 are each independently R in the general formula (102). 12 and * is the point of attachment to another atom or other structure in the molecule of the first compound.

[0134] [ka]

[0135] In one embodiment, the host material has at least one partial structure represented by the general formula (101). In one embodiment, the partial structure represented by the general formula (101) is at least one selected from the group consisting of partial structures represented by the following general formulae (A11) to (A19).

[0136] [ka]

[0137] [ka]

[0138] (In the general formulae (A11) to (A16), A 12 ~A 16 are each independently a nitrogen atom or CR 11 and R 11is R in the general formula (101). 11 * represents a bonding site to another atom or another structure in the molecule of the first compound, In the general formulae (A17) and (A18), A 11 ~A 22 are each independently a nitrogen atom or CR 11 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 11 are each independently R in the general formula (101). 11 is synonymous with A 11 ~A 22 at least one of the carbon atoms is bonded to another atom or another structure in the molecule of the first compound, In the general formula (A19), A 11 ~A 18 are each independently a nitrogen atom or CR 11 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 11 are each independently R in the general formula (101). 11 is synonymous with X 11 and X 12 are each independently X in the general formula (102). 10 and A 11 ~A 18 Carbon atoms in X 11 and X 12 Nitrogen atom in X 11 and X 12 Carbon atoms in, and X 11 and X 12 at least one of the silicon atoms in the formula (I) is bonded to another atom or another structure in the molecule of the first compound; In the general formulae (A11) to (A19), * represents a bonding site to another atom or another structure in the molecule of the first compound.

[0139] In one embodiment, the host material has at least one partial structure represented by the general formula (102). In one embodiment, the partial structure represented by the general formula (102) is at least one selected from the group consisting of partial structures represented by the following general formulae (B11) to (B24).

[0140] [ka]

[0141] In the general formulae (B11) to (B16), Ax1 to Ax4 each independently represent a nitrogen atom or CR 12 and R 12 are each independently R in the general formula (102). 12 is synonymous with X 10 represents X in the general formula (102). 10 * represents a bonding site to another atom or another structure in the molecule of the first compound, In the general formula (B17), Ax1, Ax2, and Ay1 to Ay4 each independently represent a nitrogen atom or CR 12 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 12 are each independently R in the general formula (102). 12 is synonymous with X 10 represents X in the general formula (102). 10 and the carbon atoms in Ax1, Ax2, and Ay1 to Ay4, X 10 Nitrogen atom in X 10 Carbon atoms and X in 10 at least one of the silicon atoms in the formula (I) is bonded to another atom or another structure in the molecule of the first compound; In the general formula (B18), Ay1 to Ay8 each independently represent a nitrogen atom or CR 12 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 12 are each independently R in the general formula (102). 12 is synonymous with X 10represents X in the general formula (102). 10 The carbon atoms in Ay1 to Ay8, X 10 Nitrogen atom in X 10 Carbon atoms and X in 10 at least one of the silicon atoms in the formula (I) is bonded to another atom or another structure in the molecule of the first compound; In the general formulae (B11) to (B18), * represents a bonding site to another atom or another structure in the molecule of the first compound.

[0142] [ka]

[0143] (In the general formulae (B19) to (B24), Ay1 to Ay8 and Ay9 to Ay 12 are each independently a nitrogen atom or CR 12 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 12 are each independently R in the general formula (102). 12 X9 and X 10 are each independently X in the general formula (102). 10 is synonymous with Ay1 to Ay8 and Ay9 to Ay 12 Carbon atoms in X9 and X 10 Nitrogen atoms in X9 and X 10 Carbon atoms in X and X 10 At least one of the silicon atoms in is bonded to another atom or another structure in the molecule of the first compound.

[0144] In the first compound of this embodiment, R 11、 R 12 and R 115 ~R 117are preferably each independently a hydrogen atom, a halogen atom, a cyano group, an unsubstituted aryl group having 6 to 30 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 30 ring atoms, an unsubstituted alkyl group having 1 to 30 carbon atoms, an unsubstituted halogenated alkyl group having 1 to 30 carbon atoms, an unsubstituted alkylsilyl group having 3 to 30 carbon atoms, an unsubstituted arylsilyl group having 6 to 60 ring carbon atoms, an unsubstituted arylphosphoryl group having 6 to 60 ring carbon atoms, an unsubstituted alkoxy group having 1 to 30 carbon atoms, an unsubstituted aryloxy group having 6 to 30 ring carbon atoms, an amino group, an unsubstituted alkylamino group having 2 to 30 carbon atoms, an unsubstituted arylamino group having 6 to 60 ring carbon atoms, a thiol group, an unsubstituted alkylthio group having 1 to 30 carbon atoms, or an unsubstituted arylthio group having 6 to 30 ring carbon atoms. In the first compound of this embodiment, R 11、 R 12 and R 115 ~R 117 are each independently preferably a hydrogen atom, a halogen atom, a cyano group, an unsubstituted aryl group having 6 to 14 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 14 ring atoms, an unsubstituted alkyl group having 1 to 6 carbon atoms, an unsubstituted halogenated alkyl group having 1 to 6 carbon atoms, an unsubstituted alkylsilyl group having 3 to 6 carbon atoms, an unsubstituted arylsilyl group having 6 to 60 ring carbon atoms, an unsubstituted arylphosphoryl group having 6 to 60 ring carbon atoms, an unsubstituted alkoxy group having 1 to 6 carbon atoms, an unsubstituted aryloxy group having 6 to 14 ring carbon atoms, an amino group, an unsubstituted alkylamino group having 2 to 12 carbon atoms, an unsubstituted arylamino group having 6 to 60 ring carbon atoms, a thiol group, an unsubstituted alkylthio group having 1 to 6 carbon atoms, or an unsubstituted arylthio group having 6 to 14 ring carbon atoms. In the first compound of this embodiment, R 11、 R 12 and R 115 ~R 117 is more preferably a hydrogen atom.

[0145] In the first compound of this embodiment, X 10 R in 13 ~R 19 , and R in X9 13 ~R19 (X 10 R in 13 ~R 19 and the like) are preferably each independently a hydrogen atom, an unsubstituted aryl group having 6 to 30 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 30 ring atoms, an unsubstituted alkyl group having 1 to 30 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 30 carbon atoms. In the first compound of this embodiment, X 10 R in 13 ~R 19 , and R in X9 13 ~R 19 are each independently a hydrogen atom, an unsubstituted aryl group having 6 to 14 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 14 ring atoms, an unsubstituted alkyl group having 1 to 6 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 6 carbon atoms. In the first compound of this embodiment, X 10 R in 13 ~R 19 , and R in X9 13 ~R 19 and are each independently an unsubstituted aryl group having 6 to 14 ring carbon atoms, or an unsubstituted alkyl group having 1 to 6 carbon atoms.

[0146] Examples of the partial structure represented by any one of the general formulae (101) to (118) include partial structures represented by the following general formulae (A101) to (A121) and (B101) to (B125). It is also preferable that the first compound contains at least one of the partial structures represented by the following general formulae (A101) to (A121) and (B101) to (B125) in one molecule.

[0147] [ka]

[0148] In the general formulae (A101) to (A107), R 101 ~R 106are each independently R in the general formula (101). 11 is synonymous with R 101 ~R 106 At least one of the bonds is a single bond that bonds to another atom or other structure in the molecule of the first compound. In the general formulae (A101) to (A107), adjacent R 101 and R 102 Group R 102 and R 103 Group R 103 and R 104 Group R 104 and R 105 Group R 105 and R 106 and R 106 and R 101 one or more of the pairs may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other.

[0149] [ka]

[0150] In the general formulae (A108) and (A109), R 110 are each independently R in the general formula (101). 11 is synonymous with R 110 At least one of R is a single bond bonding to another atom or another structure in the molecule of the first compound, and 110 are the same or different, and multiple R 110 one or more pairs of adjacent groups among

[0151] [ka]

[0152] In the general formulae (A110) to (A114), R 110 and R 112 ~R 114 are each independently R in the general formula (101). 11 is synonymous with X 110 are each independently X in the general formula (102). 10 is synonymous with R 110 and R 112 ~R 114 At least one of X is a single bond connecting to another atom or another structure in the molecule of the first compound, or 110 At least one of the nitrogen atom, carbon atom, and silicon atom in the formula (I) is bonded to another atom or another structure in the molecule of the first compound, and a plurality of R 110 are the same or different from each other. In the general formulae (A110) to (A114), a plurality of R 110 A set of two or more adjacent 112 and R 113 and X 110 R in 14 and R 15 The set (X 10 R in 15 and R 15 (synonymous with a set of X) 110 R in 16 and R 17 The set (X 10 R in 16 and R 17 one or more pairs of (same meaning as a pair of) are bonded to each other to form a substituted or unsubstituted monocyclic ring, bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other.

[0153] [ka]

[0154] In the general formulae (A115) to (A119), R 110 and R 112 ~R 114 are each independently R in the general formula (101).11 is synonymous with R 110 and R 112 ~R 114 At least one of R is a single bond bonding to another atom or another structure in the molecule of the first compound, and 110 are the same or different from each other. In the general formulae (A115) to (A119), a plurality of R 110 and R 112 and R 113 One or more of the pairs of may be bonded to each other to form a substituted or unsubstituted monocyclic ring, a substituted or unsubstituted fused ring, or may not be bonded to each other.

[0155] [ka]

[0156] In the general formulae (A120) to (A121), R 110 are each independently R in the general formula (101). 11 is synonymous with R 110 At least one of R is a single bond bonding to another atom or another structure in the molecule of the first compound, and 110 are the same or different from each other. In the general formulae (A120) to (A121), a plurality of R 110 one or more pairs of adjacent groups among

[0157] [ka]

[0158] In the general formulae (B101) to (B109), R 114 and R 121 ~R 131are each independently R in the general formula (102). 12 is synonymous with R 114 and R 121 ~R 131 At least one of the bonds is a single bond that bonds to another atom or other structure in the molecule of the first compound. In the general formulae (B101) and (B102), R 122 and R 123 Group R 123 and R 114 and R 114 and R 121 one or more of the pairs may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other. In the general formulae (B105) and (B106), R 124 and R 125 Group R 125 and R 126 Group R 126 and R 127 Group R 127 and R 128 and R 128 and R 129 one or more of the pairs may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other. In the general formula (B107), R 124 and R 125 Group R 125 and R 126 Group R 126 and R 127 Group R 127 and R 128 Group R 128 and R 129 Group R 129 and R 114 and R 114 and R 124 one or more of the pairs may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other. In the general formulae (B108) and (B109), R 124 and R 125 Group R 125 and R 126 Group R 130 and R 131 and R 131 and R 129 one or more of the pairs may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other.

[0159] [ka]

[0160] In the general formulae (B110) to (B117), R 110 and R 132 ~R 135 are each independently R in the general formula (102). 12 is synonymous with R 110 and R 132 ~R 135 At least one of R is a single bond bonding to another atom or another structure in the molecule of the first compound, and 110 are the same or different from each other. In the general formulae (B110) to (B117), a plurality of R 110 and R 132 and R 133 one or more of the pairs may be bonded to each other to form a substituted or unsubstituted monocyclic ring, may be bonded to each other to form a substituted or unsubstituted fused ring, or may not be bonded to each other.

[0161] [ka]

[0162] In the general formulae (B118) to (B123), R 110 are each independently R in the general formula (102). 12Xa and Xb each independently represent X in the general formula (102). 10 is synonymous with R 110 at least one of the nitrogen atoms, carbon atoms and silicon atoms in Xa and Xb are single bonds bonding to other atoms or other structures in the molecule of the first compound, or at least one of the nitrogen atoms, carbon atoms and silicon atoms in Xa and Xb are single bonds bonding to other atoms or other structures in the molecule of the first compound, and a plurality of R 110 are the same or different from each other. In the general formulae (B118) to (B123), a plurality of R 110 a pair of two or more adjacent 14 and R 15 and R in Xb 14 and R 15 The set (X 10 R in 14 and R 15 ) and R in Xa 16 and R 17 and R in Xb 16 and R 17 The set (X 10 R in 16 and R 17 one or more pairs of (same meaning as a pair of) are bonded to each other to form a substituted or unsubstituted monocyclic ring, bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other.

[0163] [ka]

[0164] In the general formulae (B124) and (B125), R 110 are each independently R in the general formula (102). 12 Xa, Xb, and Xc each independently represent X in the general formula (102). 10 is synonymous with R 110at least one of Xa, Xb, and Xc is a single bond bonding to another atom or another structure in the molecule of the first compound, or at least one of the nitrogen atom, carbon atom, and silicon atom in Xa, Xb, and Xc is bonded to another atom or another structure in the molecule of the first compound, and a plurality of R 110 are the same or different from each other. In the general formulae (B124) and (B125), a plurality of R 110 R in Xa, Xb and Xc 14 and R 15 The set (X 10 R in 14 and R 15 (same meaning as a set of Xa, Xb and Xc) and R 16 and R 17 The set (X 10 Oke R 16 and R 17 one or more pairs of (same meaning as a pair of) are bonded to each other to form a substituted or unsubstituted monocyclic ring, bonded to each other to form a substituted or unsubstituted fused ring, or are not bonded to each other.

[0165] In the general formulae (A101) to (A121) and (B101) to (B125), R 110 , R 101 ~R 106 , R 112 ~R 114 , R 121 ~R 131 and R 132 ~R 135 are preferably each independently a hydrogen atom, an unsubstituted aryl group having 6 to 30 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 30 ring atoms, an unsubstituted alkyl group having 1 to 30 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 30 carbon atoms, more preferably a hydrogen atom, an unsubstituted aryl group having 6 to 14 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 14 ring atoms, an unsubstituted alkyl group having 1 to 6 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 6 carbon atoms; More preferably, it is an unsubstituted aryl group having 6 to 14 ring carbon atoms or an unsubstituted alkyl group having 1 to 6 carbon atoms.

[0166] In the general formulae (A101) to (A121) and (B101) to (B125), Xa, Xb, Xc and X 110 R in 13 ~R 19 (X 10 R in 13 ~R 19 and the like) are preferably each independently a hydrogen atom, an unsubstituted aryl group having 6 to 30 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 30 ring atoms, an unsubstituted alkyl group having 1 to 30 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 30 carbon atoms, more preferably a hydrogen atom, an unsubstituted aryl group having 6 to 14 ring carbon atoms, an unsubstituted heterocyclic group having 5 to 14 ring atoms, an unsubstituted alkyl group having 1 to 6 carbon atoms, or an unsubstituted halogenated alkyl group having 1 to 6 carbon atoms; More preferably, it is an unsubstituted aryl group having 6 to 14 ring carbon atoms or an unsubstituted alkyl group having 1 to 6 carbon atoms.

[0167] In the present embodiment, the first compound preferably has (I) at least one of a cyano group, an amino group, a substituted or unsubstituted alkylamino group having 2 to 30 carbon atoms, and a substituted or unsubstituted arylamino group having 6 to 60 ring carbon atoms, or (II) at least one monovalent or higher residue derived from any of substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted indole, substituted or unsubstituted carbazole, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted fluorene, substituted or unsubstituted silafluorene, substituted or unsubstituted triazine, substituted or unsubstituted pyrimidine, substituted or unsubstituted pyridine, substituted or unsubstituted pyridazine, substituted or unsubstituted pyrazine, substituted or unsubstituted imidazole, substituted or unsubstituted benzimidazole, substituted or unsubstituted phenanthrene, and substituted or unsubstituted triphenylene.

[0168] In the present embodiment, the first compound more preferably has (III) at least one cyano group, or (IV) at least one monovalent or higher residue derived from any of substituted or unsubstituted carbazole, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted fluorene, substituted or unsubstituted silafluorene, substituted or unsubstituted triazine, substituted or unsubstituted pyrimidine, substituted or unsubstituted pyridine, and substituted or unsubstituted triphenylene.

[0169] In the present embodiment, it is more preferable that the first compound has at least one monovalent or higher residue derived from any of substituted or unsubstituted carbazole, substituted or unsubstituted dibenzofuran, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted triazine, and substituted or unsubstituted pyrimidine.

[0170] In this embodiment, the first compound preferably has at least one monovalent or higher valent residue derived from a substituted or unsubstituted carbazole.

[0171] In this embodiment, the first compound preferably has at least one partial structure represented by the following general formula (15).

[0172] [ka]

[0173] (In the general formula (15), R 150 ~R 158 at least one of the bonds is a single bond bonding to another atom or another structure in the molecule of the first compound, R that is not a single bond 150 ~R 158 are each independently, hydrogen atom a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by -C(=O)R 908 a group represented by -COOR 909 a group represented by -P(=O)(R 910 )(R 911 ) a group represented by -Ge(R 912 )(R 913 )(R 914 ) a group represented by -B(R 915 )(R 916 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0174] In the general formula (15), R 150 is preferably a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, or a substituted or unsubstituted halogenated alkyl group having 1 to 30 carbon atoms, more preferably a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, and even more preferably a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms.

[0175] (First compound represented by general formula (161) or (162)) In this embodiment, the first compound is also preferably a compound represented by the following general formula (161) or the following general formula (162).

[0176] [ka]

[0177] (In the general formula (161), Ar 161 teeth, a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 30 ring atoms, m1 is 1, 2, 3, 4, 5 or 6; R 161 is an electron donating group, and R 161 are respectively Ar 161 It bonds to the elements that make up If m1 is 2 or more, multiple R 161 are the same or different from each other, However, Ar 161 is not an electron-accepting aromatic hydrocarbon ring or heterocycle, but an Ar 161 When the group has a substituent, the substituent is not an electron-accepting group, In the general formula (162), Ar 162 teeth, a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 30 ring atoms, n1 is 1, 2, 3, 4, 5 or 6; R 162 is an electron-accepting group, and R 162 are respectively Ar 162 It bonds to the elements that make up If n1 is 2 or more, multiple R 162 are the same or different from each other, However, Ar 162 is not an electron-donating aromatic hydrocarbon ring or heterocyclic ring, but an Ar 162 When has a substituent, the substituent is not an electron-donating group.

[0178] In the general formulas (161) and (162), Ar 161 and Ar 162 are preferably each independently a monovalent or higher valent residue derived from any of the compounds represented by the following general formulae (A61), (A62) and (A63).

[0179] [ka]

[0180] (In the general formulae (A61) to (A63), X Dis an oxygen atom or a sulfur atom, and R D is a hydrogen atom or a substituent.

[0181] In the general formula (A3), R D When R is a substituent, examples of the substituent include R 11 The same groups as those shown below can be mentioned.

[0182] In this embodiment, R in the general formula (161) 161 are preferably each independently a monovalent or higher valent residue derived from any of the compounds represented by the following general formulas (DN1) to (DN6) and (DN8) to (DN10), or a group represented by the following general formula (DN7).

[0183] [ka]

[0184] (In the general formula (DN7), * represents Ar 161 It represents the bonding site with the elements that make up the molecule.)

[0185] In this embodiment, R in the general formula (162) 162 are preferably each independently a monovalent or higher valent residue derived from any of the compounds represented by the following general formulae (AC4) to (AC18) and (AC22) to (AC23), or any of the groups represented by the following general formulae (AC1) to (AC3), (AC19) to (AC21) and (AC24).

[0186] [ka]

[0187] [ka]

[0188] (In the general formula (AC1), n A is 1, 2 or 3, In the general formulae (AC22) and (AC23), X1 to X8 each independently represent CR 163 or a carbon atom bonded to another atom or another structure in the molecule of the first compound, provided that at least one of the carbon atoms in X1 to X8 is Ar 162 It combines with the elements that make up In the general formula (AC24), X1 to X8 each independently represent a nitrogen atom or CR 163 or Ar 162 is a carbon atom bonded to the elements that make up In the general formulae (AC22) to (AC24), R 163 If there are multiple R 163 are the same or different, and multiple R 163 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 163 are each independently R in the general formula (102). 12 is synonymous with In the general formulae (AC1) to (AC3), (AC19) to (AC21) and (AC24), * represents Ar 162 It represents the bonding site with the elements that make up the molecule.)

[0189] In this embodiment, the first compound is also preferably a compound represented by the following general formula (13).

[0190] [ka]

[0191] (In the general formula (13), X 13 is an oxygen atom, a sulfur atom, or a group represented by N—Rb, Z1~Z 12 are each independently a nitrogen atom or a group represented by C-Rc, Ar 14 and Ar 15 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 14 and L 15 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Rb and Rc each independently represent hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -Si(R 901 )(R 902 )(R 903 ) a group represented by -C(=O)R 908 a group represented by -COOR 909 a group represented by -P(=O)(R 910 )(R 911 ) a group represented by -Ge(R 912 )(R 913 )(R 914 ) a group represented by cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, When there are multiple Rc's, the multiple Rc's may be the same or different.

[0192] In the compound represented by the general formula (13), -L 14 -Ar 14 and a group represented by -L 15 -Ar 15 When Z1 and Z 12 , Z2 and Z 11 , Z3 and Z 10 It is also preferable that Z4 and Z9, Z5 and Z8, and Z6 and Z7 are not all the same groups. In this case, in the general formula (13), X 13 and a structure fused to the right of a five-membered ring containing X 13 The compound represented by the general formula (13) is a compound having an asymmetric structure, unlike the structure in which a 5-membered ring containing the following is fused to the left side of the ring:

[0193] In the compound represented by the general formula (13), -L 14 -Ar 14 and a group represented by -L 15 -Ar 15 are preferably different from each other. In this case, as in the above, the compound represented by the general formula (13) is a compound having an asymmetric structure.

[0194] In this embodiment, the first compound is also preferably a compound represented by the following general formula (12).

[0195] [ka]

[0196] (In the general formula (12), Ar 11 and Ar 12 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 11 and L 12 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, L 13 teeth, a substituted or unsubstituted monocyclic hydrocarbon group having 6 or less ring carbon atoms, or a substituted or unsubstituted monocyclic heterocyclic group having 6 or less ring atoms, m is 0, 1, 2, or 3; 13 are the same or different from each other, X1 to X8 and Y1 to Y8 each independently represent N or CRa; However, one of X5 to X8 and one of Y1 to Y4 are L 13 is a carbon atom bonded via Ra is independently hydrogen atom a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by halogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, When a plurality of Ra's are present, the plurality of Ra's may be the same or different, The compound represented by the general formula (12) satisfies one or both of the following (i) and (ii): (i)Ar 11 and Ar 12 At least one of the groups is an aryl group substituted with a cyano group and having 6 to 50 ring carbon atoms, or a heterocyclic group substituted with a cyano group and having 5 to 50 ring atoms. (ii) At least one of X1 to X4 and Y5 to Y8 is CRa, and at least one of Ra in X1 to X4 and Y5 to Y8 is an aryl group substituted with a cyano group and having 6 to 50 ring carbon atoms, or a heterocyclic group substituted with a cyano group and having 5 to 50 ring atoms.

[0197] In the compound represented by the general formula (12), the aromatic hydrocarbon group having 6 to 50 ring carbon atoms and substituted with a cyano group, and the heterocyclic group having 5 to 50 ring atoms and substituted with a cyano group may further have a substituent other than a cyano group.

[0198] In the compound represented by the general formula (12), m is preferably 0, 1 or 2, and more preferably 0 or 1. In the compound represented by the general formula (12), when m is 0, one of X5 to X8 and one of Y1 to Y4 are directly bonded via a single bond.

[0199] In the compound represented by the general formula (12), any pair selected from the group consisting of a pair of X6 and Y3, a pair of X6 and Y2, and a pair of X7 and Y3 is L 13 It is preferable that the carbon atom is bonded via a carbon atom bonded directly to the carbon atom.

[0200] The pair of X6 and Y3 is L 13 When the carbon atom is bonded via the following formula (12) or directly bonded, the compound represented by the general formula (12) is represented by the following general formula (121).

[0201] [ka]

[0202] (In the general formula (121), Ar 11 , Ar 12 , L 11 , L 12 , L 13 , m, X1 to X5, X7 to X8, Y1 to Y2, and Y4 to Y8 each represent Ar in the general formula (12).11 , Ar 12 , L 11 , L 12 , L 13 , m, X1 to X5, X7 to X8, Y1 to Y2, and Y4 to Y8 are synonymous with each other, and the compound represented by the general formula (121) satisfies at least one of the conditions (i) and (ii).

[0203] In the compound represented by the general formula (12), -Ar 11 -L 11 and a group represented by -Ar 12 -L 12 and the groups represented by the following formula (I) are preferably different from each other.

[0204] L 13 The monocyclic hydrocarbon group having 6 or less ring carbon atoms as the aryl group is preferably at least one group selected from the group consisting of a phenylene group, a cyclopentenylene group, a cyclopentadienylene group, a cyclohexylene group, and a cyclopentylene group, and more preferably a phenylene group. L 13 The monocyclic heterocyclic group having 6 or less ring atoms as represented by is preferably at least one group selected from the group consisting of a pyrrolylene group, a pyrazinylene group, a pyridinylene group, a furylene group, and a thiophenylene group.

[0205] In one embodiment, the light-emitting layer may contain two or more first compounds having different molecular structures. By mixing compounds with different charge transport properties, the charge balance in the light-emitting layer is improved, and the light-emitting efficiency is expected to be improved. Furthermore, by forming an exciplex between two or more first compounds (host materials), the excitation energy is reduced, enabling lower voltage operation than when a single host material is contained in the light-emitting layer.

[0206] (Method for producing the first compound) The first compound can be produced by a known method. Alternatively, the first compound can be produced by following a known method and using known alternative reactions and raw materials suited to the target compound.

[0207] (Specific Examples of the First Compound) Specific examples of the first compound of this embodiment include the following compounds: However, the present invention is not limited to these specific examples of compounds.

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[0292] [Sensitizing material] In this embodiment, the sensitizing material is one or more compounds selected from the group consisting of phosphorescent metal complexes and delayed fluorescent compounds. In this specification, the compound used as the sensitizing material may be referred to as a second compound.

[0293] (Phosphorescent metal complexes) In this embodiment, the phosphorescent metal complex preferably contains a heavy metal atom.

[0294] In this embodiment, the phosphorescent metal complex preferably contains one or more metal atoms selected from the group consisting of platinum (Pt), iridium (Ir), osmium (Os), ruthenium (Ru), rhodium (Rh), palladium (Pd), copper (Cu), silver (Au), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), and thulium (Tm).

[0295] In this embodiment, the phosphorescent metal complex is preferably a compound represented by the following general formula (21). M(L1) n1 (L2) n2 …(twenty one)

[0296] [ka]

[0297] (In the general formulas (21), (211), (212), and (213), M is a transition metal selected from the group consisting of first transition metals, second transition metals, and third transition metals; L1 is at least one ligand selected from the group consisting of a ligand represented by the general formula (211), a ligand represented by the general formula (212), and a ligand represented by the general formula (213), n1 is 1, 2 or 3; L2 is at least one ligand selected from the group consisting of monodentate, bidentate, and tridentate ligands; n2 is 0, 1, 2, 3 or 4; ring CY1, ring CY2, ring CY3, and ring CY4 are each independently selected from the group consisting of a carbocyclic group having 5 to 30 ring carbon atoms and a heterocyclic group having 1 to 30 ring carbon atoms; Y1 to Y4 each independently represent single bond, double bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms; a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, *aO-*b, *aS-*b, *aC(=O)-*b, *aS(=O)-*b, *aC(R5)(R6)-*b, *aC(R5)=C(R6)-*b, *aC(R5)=*b, *a-Si(R5)(R6)-*b, *aB(R5)-*b, *aN(R5)-*b, and *aP(R5)-*b; a1, a2, and a3 are each independently 1, 2, or 3; a4 is 0, 1, 2 or 3, and when a4 is 0, the CY2 ring and the CY4 ring are not linked to each other; T1, T2, T3 and T4 are each independently chemical bond, *aO-*b, *aS-*b, *aB(R7)-*b, *aN(R7)-*b, *aP(R7)-*b, *aC(R7)(R8)-*b, *a-Si(R7)(R8)-*b, *a-Ge(R7)(R8)-*b, *aC(=O)-*b and *aC(=S)-*b; *a and *b each independently represent a bonding position to an adjacent atom, *1, *2, *3, and *4 are bonding positions with M, R1 to R8 are each independently hydrogen atoms, halogen atoms, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 50 ring atoms; a substituted or unsubstituted cycloalkenyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkenyl group having 3 to 50 ring atoms; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(R 251 )(R 252 )(R 253 ) a group represented by -O-(R 254 ) a group represented by -S-(R 255 ) a group represented by -N(R 256 )(R 257 ) a group represented by -C(=O)R 258 a group represented by -C(=O)(OR259 ) a group represented by -S(=O)2(OR 260 ) a group represented by -OP(=O)(OR 261 )(OR 262 ) a group represented by -C(R 263 )(R 264 )(R 265 ) a group represented by -B(R 266 )(R 267 ) a group represented by -P(R 268 )(R 269 ) a group represented by -S(=O)(R 270 ) a group represented by -S(=O)2(R 271 ) a group represented by -P(=O)(R 272 )(R 273 ) a group represented by -P(=S)(R 274 )(R 275 ) is selected from groups represented by One or more pairs of adjacent two or more of R1 to R8 are joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, One or more pairs of adjacent two or more of R1 to R8 and Y1 to Y4 are joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, b1, b2, b3, and b4 each independently represent 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; R 251 ~R 275 are each independently, hydrogen atoms, halogen atoms, -O-(R 276) a group represented by -N(R 277 )(R 278 ) a group represented by cyano group, nitro group, amidino group, hydrazino group, hydrazono group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 50 ring atoms; a substituted or unsubstituted cycloalkenyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkenyl group having 3 to 50 ring atoms; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; an aryl group having 6 to 50 ring carbon atoms substituted with a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; an aryl group having 6 to 50 ring carbon atoms substituted with a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, selected from the group consisting of biphenylyl groups and terphenylyl groups; R 276 ~R 278 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0298] In this specification, a carbocyclic group having 5 to 30 ring carbon atoms refers to a monocyclic or polycyclic group having 5 to 30 ring carbon atoms containing only carbon as ring atoms. The carbocyclic group having 5 to 30 ring carbon atoms may be an aromatic carbocyclic group or a non-aromatic carbocyclic group. The carbocyclic group having 5 to 30 ring carbon atoms may be a ring such as benzene, a monovalent group such as a phenyl group, or a divalent group such as a phenylene group. Alternatively, depending on the number of substituents bonded to the carbocyclic group having 5 to 30 ring carbon atoms, various modifications are possible, such as the carbocyclic group having 5 to 30 ring carbon atoms being a trivalent group or a tetravalent group.

[0299] In this specification, a heterocyclic group having 1 to 30 ring carbon atoms means a group that has the same structure as a carbocyclic group having 5 to 30 ring carbon atoms, but contains, as a ring-forming atom, at least one heteroatom selected from N (carbon atom), O (oxygen atom), Si (silicon atom), P (phosphorus atom) and S (sulfur atom) in addition to carbon (which may have 1 to 30 carbon atoms).

[0300] In this specification, a heterocycloalkyl group having 3 to 50 ring atoms refers to a monovalent monocyclic group having 3 to 50 ring atoms and containing at least one heteroatom selected from N, O, Si, P, and S as a ring atom, and specific examples thereof include a 1,2,3,4-oxatriazolidinyl group, a tetrahydrofuranyl group, a tetrahydrothiophenyl group, etc. In this specification, a heterocycloalkylene group having 3 to 50 ring atoms refers to a divalent group having the same structure as a heterocycloalkyl group having 3 to 50 ring atoms.

[0301] In this specification, a cycloalkenyl group having 3 to 50 ring carbon atoms refers to a monovalent monocyclic group having 3 to 50 ring carbon atoms and having at least one double bond in the ring but not having aromaticity, and specific examples thereof include a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, etc. In this specification, a cycloalkenylene group having 3 to 50 ring carbon atoms refers to a divalent group having the same structure as a cycloalkenyl group having 3 to 50 ring carbon atoms.

[0302] In this specification, a heterocycloalkenyl group having 3 to 50 ring atoms is a monovalent monocyclic group having 3 to 50 ring atoms and containing at least one heteroatom selected from N, O, Si, P, and S as a ring atom, and having at least one double bond within the ring. Specific examples of heterocycloalkenyl groups having 3 to 50 ring atoms include a 4,5-dihydro-1,2,3,4-oxatriazolyl group, a 2,3-dihydrofuranyl group, and a 2,3-dihydrothiophenyl group. In this specification, a heterocycloalkenylene group having 3 to 50 ring atoms refers to a divalent group having the same structure as a heterocycloalkenyl group having 3 to 50 ring atoms.

[0303] According to one embodiment, in the compound represented by the general formula (21), the substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms preferably has 3 to 10 ring carbon atoms, the substituted or unsubstituted heterocycloalkyl group having 3 to 50 ring atoms preferably has 3 to 10 ring atoms, the substituted or unsubstituted cycloalkenyl group having 3 to 50 ring carbon atoms preferably has 3 to 10 ring carbon atoms, and the substituted or unsubstituted heterocycloalkenyl group having 3 to 50 ring atoms preferably has 3 to 10 ring atoms.

[0304] In this specification, a monovalent non-aromatic fused polycyclic group refers to a monovalent group (e.g., having 8 to 60 carbon atoms) in which two or more rings are fused together, the ring atoms are carbon, and the entire molecule is non-aromatic. In this specification, a divalent non-aromatic fused polycyclic group refers to a divalent group having the same structure as a monovalent non-aromatic fused polycyclic group.

[0305] In this specification, a monovalent non-aromatic fused heteropolycyclic group refers to a monovalent group (e.g., having 1 to 60 carbon atoms) in which two or more rings are fused together and which contains, as ring-forming atoms other than carbon, at least one heteroatom selected from N, O, Si, P, and S, and the entire molecule is non-aromatic. In this specification, a divalent non-aromatic fused heteropolycyclic group refers to a divalent group having the same structure as a monovalent non-aromatic fused heteropolycyclic group.

[0306] In this specification, the term "biphenylyl group" refers to a "phenyl group substituted with a phenyl group." The "biphenylyl group" belongs to the "substituted phenyl group" whose substituent is an "aryl group having 6 to 50 ring carbon atoms."

[0307] In this specification, the term "terphenylyl group" refers to a "phenyl group substituted with a biphenylyl group." The "terphenylyl group" belongs to the "substituted phenyl group" whose substituent is an "aryl group having 6 to 50 ring carbon atoms substituted with an aryl group having 6 to 50 ring carbon atoms."

[0308] In the compound represented by the general formula (21), the chemical bonds T1, T2, T3 and T4 are preferably single bonds.

[0309] In the compound represented by the general formula (21), M is preferably one or more metal atoms selected from the group consisting of platinum (Pt), iridium (Ir), osmium (Os), ruthenium (Ru), rhodium (Rh), palladium (Pd), copper (Cu), silver (Au), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), and thulium (Tm), and more preferably platinum (Pt) or iridium (Ir).

[0310] According to one embodiment, in the compound represented by the general formula (21), the rings CY1 to CY4 are each independently benzene, naphthalene, anthracene, phenanthrene, triphenylene, pyrene, chrysene, cyclopentadiene, 1,2,3,4-tetrahydronaphthalene, carbene, thiophene, furan, selenophene, indole, benzoborol, benzophosphole, indene, benzosilole, benzogermole, benzothiophene, benzoselenophene, benzofuran, carbazole, dibenzoborol, dibenzophosphole, fluorene, dibenzosilole, dibenzogermole, dibenzothiophene, dibenzoselenophene, dibenzofuran, dibenzothiophene-5-oxide, 9H-fluoren-9-one, dibenzothiophene-5,5-dioxide, azaindole, azabenzoborole, azabenzophosphole, azaindene, azabenzosilole, azabenzogermole, azabenzothiophene, azabenzofuran, Azabenzoselenophene, azabenzofuran, azacarbazole, azadibenzoborole, azadibenzophosphole, azafluorene, azadibenzosilole, azadibenzogermole, azadibenzothiophene, azadibenzoselenophene, azadibenzofuran, azadibenzothiophene 5-oxide, aza-9H-fluoren-9-one, azadibenzothiophene 5,5-dioxide, pyridine, pyrimidine, pyrazine, pyridazine, triazine, quinoline, isoquinone The compound may be selected from the group consisting of quinoxaline, quinazoline, phenanthroline, pyrrole, pyrazole, imidazole, triazole, oxazole, isoxazole, thiazole, isothiazole, oxadiazole, thiadiazole, benzopyrazole, benzimidazole, benzoxazole, benzothiazole, benzoxadiazole, benzothiadiazole, 5,6,7,8-tetrahydroisoquinoline and 5,6,7,8-tetrahydroquinoline.

[0311] According to one embodiment, at least one of the CY1 ring and the CY2 ring in the general formula (211), at least one of the CY1 ring to the CY3 ring in the general formula (212), and at least one of the CY1 ring to the CY4 ring in the general formula (213) may be a carbene.

[0312] According to one embodiment, Y1 to Y4 in general formulas (211) to (213) may each independently be at least one selected from the group consisting of a single bond, a double bond, *aO-*b, *aS-*b, *aC(R5)(R6)-*b, and *aN(R5)-*b.

[0313] According to one embodiment, at least one of R1 and R2 in general formula (211), at least one of R1 to R3 in general formula (212), and at least one of R1 to R4 in general formula (213) may be an electron donating group.

[0314] For example, the electron-donating group may be a substituent selected from the group consisting of an iso-propyl group, a tert-butyl group, and the following general formulae (10-1) to (10-61).

[0315] [ka]

[0316] [ka]

[0317] In the general formulae (10-1) to (10-61), * indicates the bonding position to the adjacent atom.

[0318] In this specification, a deuterium atom is represented as D in a chemical formula, and a proton atom is represented as H or is omitted. In this specification, a methyl group may be represented as Me, a phenyl group as Ph, an isopropyl group as i-Pr, and a t-butyl group as t-Bu in a chemical formula.

[0319] According to one embodiment, at least one of R1 and R2 in the general formula (211) may be a substituent other than hydrogen, and / or Y1 may be *aN(R5)-*b, and R5 may be a substituted aryl group having 6 to 50 ring carbon atoms.

[0320] According to one embodiment, at least one of R1 to R3 in the general formula (212) is a substituent other than hydrogen, and / or at least one of Y1 and Y2 is *aN(R5)-*b, and R5 may be a substituted aryl group having 6 to 50 ring carbon atoms.

[0321] According to one embodiment, at least one of R1 to R4 in the general formula (213) may be a substituent other than hydrogen, and / or at least one of Y1 to Y4 may be *aN(R5)-*b, and R5 may be a substituted aryl group having 6 to 50 ring carbon atoms.

[0322] In this embodiment, the compound represented by the general formula (21) is preferably a compound selected from the group consisting of compounds represented by the following general formulae (214) and (215).

[0323] [ka]

[0324] [ka]

[0325] (In the general formulae (214) and (215), M, L2, n1, n2, rings CY1 to CY4, Y1 to Y3, a1 to a3, T1 to T4, R1 to R4, and b1 to b4 are each defined as above.)

[0326] According to one embodiment, at least one of the CY1 ring and the CY2 ring in the general formula (214) and at least one of the CY1 ring to the CY4 ring in the general formula (215) may be a carbene.

[0327] For example, either one of the CY1 ring and the CY4 ring in general formula (215) may be a carbene.

[0328] In this embodiment, the compound represented by the general formula (21) is preferably at least one compound selected from the group consisting of compounds represented by the following general formulae (215A) and (215B).

[0329] [ka]

[0330] [ka]

[0331] (In the general formulae (215A) and (215B), M1 is Pt, M2 is selected from the group consisting of first transition metals, second transition metals and third transition metals; CY 12 Tamaki, C.Y. 13 Tamaki, C.Y. 14 Tamaki, C.Y. 22 Tamaki, C.Y. 23 Ring and CY 24 each ring is independently selected from the group consisting of a carbocyclic group having 5 to 30 ring carbon atoms and a heterocyclic group having 1 to 30 ring carbon atoms; A 11 , A 12 , A 21 and A 22 are each independently N (nitrogen atom) or P (phosphorus atom), X 11 , X 12 , X 13 , X 21 , X 22 and X 23are each independently N (nitrogen atom) or C (carbon atom), Y 11 ~Y 13 are each independently a single bond, a double bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, *aO-*b, *aS-*b, *aC(=O)-*b, *aS(=O)-*b, *aC(R 15 )(R 16 )-*b, *aC(R 15 )=C(R 16 )-*b, *aC(R 15 )=*b,*a-Si(R 15 )(R 16 )-*b, *aB(R 15 )-*b, *aN(R 15 )-*b, and *aP(R 15 )-*b, Y 21 ~Y 23 are each independently a single bond, a double bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, *aO-*b, *aS-*b, *aC(=O)-*b, *aS(=O)-*b, *aC(R 25 )(R 26 )-*b, *aC(R 25 )=C(R 26 )-*b, *aC(R 25 )=*b,*a-Si(R 25 )(R 26 )-*b, *aB(R 25 )-*b, *aN(R 25 )-*b, and *aP(R 25 )-*b, a11, a12, and a13 each independently represent 1, 2, or 3; a21, a22, and a23 each independently represent 1, 2, or 3; T 11 , T 12 , T 13 and T 14are each independently a chemical bond, *aO-*b, *aS-*b, *aB(R 17 )-*b, *aN(R 17 )-*b, *aP(R 17 )-*b, *aC(R 17 )(R 18 )-*b, *a-Si(R 17 )(R 18 )-*b, *a-Ge(R 17 )(R 18 )-*b, *aC(=O)-*b, and *aC(=S)-*b; T 21 , T 12 , T 23 and T 24 are, independently of each other, chemical bonds, *aO-*b, *aS-*b, *aB(R 27 )-*b, *aN(R 27 )-*b, *aP(R 27 )-*b, *aC(R 27 )(R 28 )-*b, *a-Si(R 27 )(R 28 )-*b, *a-Ge(R 27 )(R 28 )-*b, *aC(=O)-*b, and *aC(=S)-*b; *a and *b each independently represent a bonding position to an adjacent atom, R 11a , R 11b , R 11c , R 12 ~R 18 , R 21a , R 21b , R 21c , and R 22 ~R 28each independently represents a hydrogen atom, a halogen atom, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 50 ring atoms, a substituted or unsubstituted cycloalkenyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkenyl group having 3 to 50 ring atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, -Si(R 251 )(R 252 )(R 253 ), a group represented by -O-(R 254 ), a group represented by -S-(R 255 ), a group represented by -N(R 256 )(R 257 ), a group represented by -C(=O)R 258 a group represented by -C(=O)(OR 259 ), a group represented by -S(=O)2(OR 260 ), a group represented by -OP(=O)(OR 261 )(OR 262 ), a group represented by -C(R 263 )(R 264 )(R 265 ), a group represented by -B(R 266 )(R 267 ), a group represented by -P(R 268 )(R 269 ), a group represented by -S(=O)(R 270 ), a group represented by -S(=O)2(R 271 ), a group represented by -P(=O)(R 272 )(R 273 ) and -P(=S)(R 274 )(R 275 ) is selected from groups represented by R 11a , R 11b , R 11c, and R 12 ~R 18 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 21a , R 21b , R 21c , and R 22 ~R 28 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, b12, b13, b14, b22, b23, and b24 each independently represent 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; R 251 ~R 275 represents R in the general formulas (21), (211), (212), and (213). 251 ~R 275 is equivalent to

[0332] According to one embodiment, R 251 ~R 275 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, and It may be selected from the group consisting of substituted or unsubstituted heterocyclic groups having 5 to 50 ring atoms.

[0333] R 251 ~R 275 If there are multiple R 251 , multiple R 252 , multiple R 253 , multiple R 254, multiple R 255 , multiple R 256 , multiple R 257 , multiple R 258 , multiple R 259 , multiple R 260 , multiple R 261 , multiple R 262 , multiple R 263 , multiple R 264 , multiple R 265 , multiple R 266 , multiple R 267 , multiple R 268 , multiple R 269 , multiple R 270 , multiple R 271 , multiple R 272 , multiple R 273 , multiple R 274 , as well as multiple R 275 are the same as or different from each other.

[0334] According to one embodiment, R in the general formula (215A) 11b and R 11c and R in the general formula (215B) 21b and R 21c At least one pair of the groups is bonded to each other to form at least one R a R can form a benzene ring, a naphthalene ring, a pyridine ring, a pyrimidine ring, or a pyrazine ring, which is substituted or unsubstituted by a represents R in the general formula (215A). 11a is synonymous with R a If there are multiple R a are the same or different from each other.

[0335] According to one embodiment, R in the general formula (215A) 11a , R 11b , R 11c and R 14 At least one of the groups may be an electron donating group.

[0336] For example, R in the general formula (215A) 11a and R 14At least one of R in general formula (215A) may be an electron-donating group. 11a and R 14 At least one of the groups may be an electron-donating group selected from the group consisting of an iso-propyl group, a tert-butyl group, and groups represented by the general formulae (10-1) to (10-61).

[0337] According to one embodiment, R in the general formula (215B) 22 and R 23 At least one of Y is a non-hydrogen substituent, and / or 23 *aN(R 25 )-*b and R 25 However, it may be a substituted aryl group having 6 to 50 ring carbon atoms.

[0338] For example, R 22 and R 23 at least one of which is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 50 ring atoms, a substituted or unsubstituted cycloalkenyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkenyl group having 3 to 50 ring atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, -O-(R 254 ) and a group represented by -S-(R 255 ) and / or Y 23 *aN(R 25 )-*b and R 25 However, it may be a substituted aryl group having 6 to 50 ring carbon atoms.

[0339] For example, R 22 and R 23at least one of which is an alkyl group having 1 to 50 carbon atoms, an alkenyl group having 2 to 50 carbon atoms, an alkynyl group having 2 to 50 carbon atoms, a cycloalkyl group having 3 to 50 ring carbon atoms, a heterocycloalkyl group having 3 to 50 ring atoms, a cycloalkenyl group having 3 to 50 ring carbon atoms, a heterocycloalkenyl group having 3 to 50 ring atoms, an aryl group having 6 to 50 ring carbon atoms, a heterocyclic group having 5 to 50 ring atoms, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused polycyclic group, or -O-(R 254 ) and a group represented by -S-(R 255 ) and / or Y 23 *aN(R 25 )-*b and R 25 may be an aryl group having 6 to 50 ring carbon atoms substituted with at least one deuterium atom.

[0340] Another example is R 22 and R 23 At least one of Y is an electron-donating group selected from the group consisting of an isopropyl group, a tert-butyl group, and groups represented by the general formulae (10-1) to (10-61), and / or Y 23 *aN(R 25 )-*b and R 25 may be an electron-donating group selected from the group consisting of an iso-propyl group, a tert-butyl group, and groups represented by the general formulae (10-1) to (10-61).

[0341] According to one embodiment, R in the general formula (215A) 11a , R 11b , R 11c , and R 14 At least one of R in the general formula (215B) is an electron-donating group. 22 and R 23 At least one of Y is a non-hydrogen substituent, and / or 23 *aN(R 25 )-*b and R 25 However, it may be a substituted aryl group having 6 to 50 ring carbon atoms.

[0342] In this embodiment, the compound represented by the general formula (21) is also preferably at least one compound selected from the group consisting of compounds represented by the following general formulae (215C) and (215D).

[0343] [ka]

[0344] [ka]

[0345] (In the general formulae (215C) and (215D), Z 11 is C(R 12a ) or N, Z 12 is C(R 12b ) or N, Z 13 is C(R 12c ) or N, Z 14 is C(R 13a ) or N, Z 15 is C(R 13b ) or N, Z 16 is C(R 13c ) or N, Z 17 is C(R 14a ) or N, Z 18 is C(R 14b ) or N, Z 19 is C(R 14c ) or N, Z 20 is C(R 14d ) or N, Z 31 is C(R 15a ) or N, Z 32 is C(R15b ) or N, Z 33 is C(R 15c ) or N, Z 34 is C(R 15d ) or N, R 12a , R 12b , and R 12 Each c is independently R in the general formula (215A). 12 is synonymous with R 13a , R 13b , and R 13c are each independently R in the general formula (215A). 13 is synonymous with R 14a , R 14b , R 14c , and R 14d are each independently R in the general formula (215A). 14 is synonymous with R 15a , R 15b , R 15c , and R 15d are each independently R in the general formula (215A). 15 is synonymous with M1, A 11 , A 12 , X 11 ~X 13 , Y 11 ~Y 13 , a11~a13, T 11 ~T 14 , and R 11a ~R 11c respectively represent M1 and A in the general formula (215A). 11 , A 12 , X 11 ~X 13 , Y 11 ~Y 13 , a11~a13, T 11 ~T 14 , and R 11a ~R 11c is equivalent to

[0346] According to one embodiment, Z in the general formulae (215C) and (215D) 18 is C(R 14b ) and R 11a ~R 11c , and R 14b At least one of the groups may be an electron-donating group. For example, Z 18 is C(R 14b ) and R 11a and R 14b At least one of the groups may be an electron donating group.

[0347] According to one embodiment, Z in the general formulae (215C) and (215D) 18 is C(R 14b ) and R 11a and R 14b At least one of the groups may be an electron-donating group selected from the group consisting of an iso-propyl group, a tert-butyl group, and groups represented by the general formulae (10-1) to (10-61).

[0348] In this embodiment, the compound represented by the general formula (21) is also preferably a compound represented by the following general formula (215E).

[0349] [ka]

[0350] (In the general formula (215E), Z 21 is C(R 22a ) or N and Z 22 is C(R 22b ) or N and Z 23 is C(R 22c ) or N and Z 24 is C(R 23a ) or N and Z 25 is C(R 23b ) or N and Z 27 is C(R 24a ) or N and Z 28 is C(R24b ) or N and Z 29 is C(R 24c ) or N and Z 30 is C(R 24d ) or N and Z 41 is C(R 25a ) or N and Z 42 is C(R 25b ) or N and Z 43 is C(R 25c ) or N and Z 44 is C(R 25d ) or N, R 22a , R 22b and R 22c are each independently R in the general formula (215B). 22 is synonymous with R 23a , R 23b and R 23c each independently represents R in the general formula (215B). 23 is synonymous with R 24a , R 24b , R 24c and R 24d are each independently R in the general formula (215B). 24 is synonymous with R 25a , R 25b , R 25c and R 25d are each independently R in the general formula (215B). 25 is synonymous with M2, A 21 , A 22 , X 21 ~X 23 , Y 21 , Y 22 , a21, a22, T 21 ~T 24 , and R 21a ~R 21c respectively represent M2 and A in the general formula (215B). 21 , A 22 , X 21 ~X 23 , Y 21 , Y 22, a21, a22, T 21 ~T 24 , and R 21a ~R 21c is equivalent to

[0351] According to one embodiment, in the general formula (215E), M2 may be Pt.

[0352] According to one embodiment, in the general formula (215E), Z 22 is C(R 22b ) and Z 42 is C(R 25b ) and R 22b and R 25b At least one of the substituents may be a non-hydrogen group. For example, R 22b and R 25b at least one of which is a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 50 ring atoms, a substituted or unsubstituted cycloalkenyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkenyl group having 3 to 50 ring atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, -O-(R 254 ) and a group represented by -S-(R 255 ) may be selected from groups represented by the formula:

[0353] According to one embodiment, in the general formula (215E), Z 22 is C(R 22b ) and Z 42 is C(R 25b ) and R 22b and R 25bat least one of which is an alkyl group having 1 to 50 carbon atoms, an alkenyl group having 2 to 50 carbon atoms, an alkynyl group having 2 to 50 carbon atoms, a cycloalkyl group having 3 to 50 ring carbon atoms, a heterocycloalkyl group having 3 to 50 ring atoms, a cycloalkenyl group having 3 to 50 ring carbon atoms, a heterocycloalkenyl group having 3 to 50 ring atoms, an aryl group having 6 to 50 ring carbon atoms, a heterocyclic group having 5 to 50 ring atoms, a monovalent non-aromatic fused polycyclic group, a monovalent non-aromatic fused polycyclic group, or -O-(R 254 ) and a group represented by -S-(R 255 ) may be selected from groups represented by the formula:

[0354] According to one embodiment, in the general formula (215E), Z 22 is C(R 22b ) and Z 42 is C(R 25b ) and R 22b and R 25b At least one of the groups may be an electron-donating group selected from the group consisting of an iso-propyl group, a tert-butyl group, and groups represented by the general formulae (10-1) to (10-61).

[0355] In the compound represented by the general formula (21), T 11 , T 12 , T 13 , T 14 , T 21 , T 12 , T 23 and T 24 The chemical bond as is preferably a single bond.

[0356] (Specific Examples of Phosphorescent Metal Complexes) Specific examples of the phosphorescent metal complex of this embodiment include the following compounds: However, the present invention is not limited to these specific examples of compounds.

[0357] [ka]

[0358] [ka]

[0359] [ka]

[0360] [ka]

[0361] [ka]

[0362] [ka]

[0363] [ka]

[0364] (Delayed fluorescent compound) In this embodiment, the delayed fluorescent compound is not a phosphorescent metal complex. In this embodiment, it is preferred that the delayed fluorescent compound is not a metal complex.

[0365] In this embodiment, the delayed fluorescent compound is preferably a compound represented by the following general formula (H1).

[0366] [ka]

[0367] (In the general formula (H1), A Hrepresents a group having at least one partial structure selected from the group consisting of the following general formulae (a-1), (a-2), (a-3), (a-4), (a-5), (a-6), (a-7), and (a-8), D H is a group represented by the following general formula (221), (222), or (223), L H teeth, single bond, a substituted or unsubstituted aryl ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, m is 1, 2, 3, 4 or 5, and a plurality of A H are the same or different from each other, n is 1, 2, 3, 4 or 5, and a plurality of D H are either identical or different.)

[0368] [ka]

[0369] (In the general formulae (a-1) to (a-8), * each independently represents a bonding position to another atom in the molecule of the delayed fluorescent compound.)

[0370] [ka]

[0371] [ka]

[0372] [ka]

[0373] (R in the general formula (221) 21 ~R 28 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R in the general formula (222) 221 ~R 228 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R in the general formula (223) 231 ~R 238 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R in the general formula (221) does not form a substituted or unsubstituted monocyclic ring and does not form a substituted or unsubstituted fused ring 21 ~R 28 R in the general formula (222) does not form a substituted or unsubstituted monocyclic ring and does not form a substituted or unsubstituted fused ring. 221 ~R 228 and R in the general formula (223) that does not form a substituted or unsubstituted monocycle and does not form a substituted or unsubstituted fused ring. 231 ~R 238 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 908 a group represented by -COOR 909 a group represented by halogen atoms, cyano group, nitro group, -P(=O)(R 931 )(R 932 ) a group represented by -Ge(R 933 )(R 934 )(R 935 ) a group represented by -B(R 936 )(R 937 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, In the general formula (222) and the general formula (223), Ring A, ring B, and ring C each independently represent a ring structure selected from the group consisting of ring structures represented by the following general formula (224) and general formula (225): Ring A, ring B and ring C are fused to the adjacent ring at any position; p, px, and py are each independently 1, 2, 3, or 4; When p is 2, 3 or 4, the rings A are the same or different from each other, When px is 2, 3 or 4, the rings B are the same or different from each other, When py is 2, 3 or 4, the rings C are the same or different from each other; * in the general formulae (221) to (223) represents LH )

[0374] [ka]

[0375] (In the general formula (224), r is 0, 2 or 4; Multiple R 29 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, In the general formula (225), X A is a sulfur atom, an oxygen atom, or a C(R 291 )(R 292 ) and R 291 and R 292 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form a substituted or unsubstituted monocyclic ring and does not form a substituted or unsubstituted fused ring 29 , R 291 and R 292 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 908 a group represented by -COOR 909 a group represented by halogen atoms, cyano group, nitro group, -P(=O)(R 931 )(R 932 ) a group represented by -Ge(R 933 )(R 934 )(R 935 ) a group represented by -B(R 936 )(R 937 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, Multiple R 29 are the same or different from each other, Multiple R 291 are the same or different from each other, Multiple R 292 are the same or different from each other, Multiple Xs A are either identical or different.)

[0376] (In the delayed fluorescent compound, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 908 , R 909 , R 931 , R 932 , R 933 , R 934 , R 935, R 936 and R 937 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 908 If there are multiple R 908 are the same or different from each other, R 909 If there are multiple R 909 are the same or different from each other, R 931 If there are multiple R 931 are the same or different from each other, R 932 If there are multiple R 932are the same or different from each other, R 933 If there are multiple R 933 are the same or different from each other, R 934 If there are multiple R 934 are the same or different from each other, R 935 If there are multiple R 935 are the same or different from each other, R 936 If there are multiple R 936 are the same or different from each other, R 937 If there are multiple R 937 are either identical or different.)

[0377] In this embodiment, the delayed fluorescent compound is preferably a compound represented by the following general formula (H10).

[0378] [ka]

[0379] (In the general formula (H10), CN is a cyano group, L H is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring carbon atoms, D 11 and D 12 are each independently a group represented by the general formula (221), (222), or (223), m is 1, 2, 3, 4 or 5; nx is 0, 1, 2, 3, 4 or 5; ny is 0, 1, 2, 3, 4 or 5; nx+ny is 1, 2, 3, 4, or 5; D 11 and D 12 are the same or different from each other, Multiple Ds 11are the same or different from each other, Multiple Ds 12 are either identical or different.)

[0380] In this embodiment, the delayed fluorescent compound is preferably a compound represented by the following general formula (H100).

[0381] [ka]

[0382] (In the general formula (H100), L H , D 11 , D 12 , m, nx, and ny are each L in the general formula (H10). H , D 11 , D 12 , m, nx, and ny; R is independently hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 908 a group represented by -COOR 909 a group represented by cyano group, nitro group, -P(=O)(R 931 )(R 932 ) a group represented by -Ge(R 933 )(R 934 )(R 935 ) a group represented by -B(R 936 )(R 937 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, However, at least one R is a substituent, and the R as the at least one substituent is L of the compound represented by the general formula (H100). H is bonded to by a carbon-carbon bond, k is an integer equal to or greater than 1, Multiple R's may be the same or different.

[0383] In this embodiment, the delayed fluorescent compound is preferably a compound represented by the following general formula (H101).

[0384] [ka]

[0385] (In the general formula (H101), D 11 and D 12 respectively represent D in the general formula (H10). 11 and D 12 is synonymous with R each independently represents the same as R in general formula (H100), m is 1, 2, 3 or 4; nx is 0, 1, 2, 3 or 4; ny is 0, 1, 2, 3 or 4; k is 1, 2, 3 or 4; nx+ny is 1, 2, 3, or 4, m+nx+ny+k=6.)

[0386] In this embodiment, the delayed fluorescent compound is preferably a compound represented by the following general formula (H110), (H120) or (H130).

[0387] [ka]

[0388] (In the general formulae (H110), (H120) and (H130), D 11 and D 12 respectively represent D in the general formula (H10). 11 and D 12 is synonymous with R each independently represents the same as R in general formula (H100), nx is 0, 1, 2 or 3; ny is 0, 1, 2 or 3; k is 1, 2 or 3; nx+ny is 1, 2, or 3; nx+ny+k=4.)

[0389] In the present embodiment, the group represented by the general formula (222) in the delayed fluorescent compound is preferably any one group selected from the group consisting of groups represented by the following general formulae (22A), (22B), (22C), (22D), (22E), and (22F):

[0390] [ka]

[0391] [ka]

[0392] [ka]

[0393] [ka]

[0394] [ka]

[0395] [ka]

[0396] (In the general formulae (22A), (22B), (22C), (22D), (22E) and (22F), R 221 ~R 228 are R in the general formula (222), respectively. 221 ~R 228 is synonymous with R 229 and R 230 are each independently R in the general formula (224). 29 is synonymous with X A represents X in the general formula (225). A is synonymous with In the general formulae (22A), (22B), (22C), (22D), (22E) and (22F), * indicates a bonding position.

[0397] In the organic EL device according to this embodiment, when the delayed fluorescent compound is a compound represented by general formula (H101), * in general formulas (22A), (22B), (22C), (22D), (22E), and (22F) bonds to the benzene ring itself explicitly shown in general formula (H101).

[0398] In the delayed fluorescent compound of this embodiment, X A is also preferably a sulfur atom or an oxygen atom.

[0399] In the delayed fluorescent compound of this embodiment, X A However, C(R 291 )(R 292 ), then R 291 and R 292 are each independently preferably a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, and more preferably a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

[0400] In the delayed fluorescent compound of this embodiment, R 21 ~R 28 It is also preferred that any pair of two or more adjacent groups among In the delayed fluorescent compound of this embodiment, R 221 ~R 228 It is also preferred that any pair of two or more adjacent groups among In the delayed fluorescent compound of this embodiment, R 231 ~R 238 It is also preferred that any pair of two or more adjacent groups among

[0401] In the delayed fluorescent compound of the present embodiment, each R is preferably independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.

[0402] In the delayed fluorescent compound of the present embodiment, each R is preferably independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms.

[0403] R in the delayed fluorescent compound of this embodiment 21 ~R 28 , R 221 ~R 228 , R 231 ~R 238、 and R 29 are preferably each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.

[0404] R in the delayed fluorescent compound of this embodiment 21 ~R 28 , R 221 ~R 228 , R 231 ~R 238、 and R 29 are preferably each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms.

[0405] R in the delayed fluorescent compound of the present embodiment are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, R in the delayed fluorescent compound of this embodiment 21 ~R 28 , R 221 ~R 228 , R 231 ~R 238、 and R 29 are preferably each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms.

[0406] R in the delayed fluorescent compound of the present embodiment are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms, R in the delayed fluorescent compound of this embodiment 21 ~R 28 , R 221 ~R 228 , R 231 ~R 238、 and R 29 are preferably each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 18 ring atoms.

[0407] In the compounds according to this embodiment, the substituent in the term "substituted or unsubstituted" is an unsubstituted alkyl group having 1 to 25 carbon atoms; an unsubstituted alkenyl group having 2 to 25 carbon atoms; an unsubstituted alkynyl group having 2 to 25 carbon atoms, an unsubstituted cycloalkyl group having 3 to 25 ring carbon atoms; -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by an unsubstituted aralkyl group having 7 to 50 carbon atoms; -C(=O)R 908 a group represented by -COOR 909 a group represented by -P(=O)(R 931 )(R 932 ) a group represented by -Ge(R 933 )(R 934 )(R 935) a group represented by -B(R 936 )(R 937 ) a group represented by -S(=O)2R 938 a group represented by halogen atoms, cyano group, nitro group, an unsubstituted aryl group having 6 to 25 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 25 ring atoms, R 901 ~R 909 , and R 931 ~R 938 are each independently, hydrogen atoms, an unsubstituted alkyl group having 1 to 25 carbon atoms; an unsubstituted aryl group having 6 to 25 ring carbon atoms, or It is preferably an unsubstituted heterocyclic group having 5 to 25 ring atoms.

[0408] In the compound according to this embodiment, the substituent in the term "substituted or unsubstituted" is preferably a halogen atom, an unsubstituted alkyl group having 1 to 25 carbon atoms, an unsubstituted aryl group having 6 to 25 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 25 ring atoms.

[0409] In the compound according to this embodiment, the substituent in the term "substituted or unsubstituted" is preferably an unsubstituted alkyl group having 1 to 10 carbon atoms, an unsubstituted aryl group having 6 to 12 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 12 ring atoms.

[0410] In the compounds according to this embodiment, it is also preferable that all groups described as "substituted or unsubstituted" are "unsubstituted" groups.

[0411] As used herein, —O—(R 904 ) is a group represented by R 904 When is a hydrogen atom, it is a hydroxy group. As used herein, -S-(R 905) is a group represented by R 905 When is a hydrogen atom, it is a thiol group. As used herein, -P(=O)(R 931 )(R 932 ) is a group represented by R 931 and R 932 When is a substituent, it is a substituted phosphine oxide group. As used herein, -Ge(R 933 )(R 934 )(R 935 ) is a group represented by R 933 , R 934 and R 935 is a substituent, it is a substituted germanium group. As used herein, -B(R 936 )(R 937 ) is a group represented by R 936 and R 937 is a substituent, it is a substituted boryl group.

[0412] (thermally activated delayed fluorescence) In this specification, thermally activated delayed fluorescence may be referred to as delayed fluorescence. Delayed fluorescence is explained on pages 261-268 of "Device Properties of Organic Semiconductors" (edited by Adachi Chihaya, published by Kodansha). In that paper, the energy difference ΔE between the excited singlet state and the excited triplet state of a fluorescent material is 13 It has been explained that if the transition probability can be reduced, the reverse energy transfer from the excited triplet state, which normally has a low transition probability, to the excited singlet state occurs with high efficiency, resulting in the manifestation of thermally activated delayed fluorescence (TADF). Furthermore, Figure 10.38 in the literature explains the mechanism of delayed fluorescence generation. The TADF mechanism utilizes the phenomenon of reverse intersystem crossing from triplet excitons to singlet excitons occurring thermally when a material with a small energy difference (ΔST) between the singlet and triplet levels is used. Compounds that exhibit thermally activated delayed fluorescence (TADF properties) (hereinafter also referred to as TADF compounds) are known to have donor and acceptor moieties bonded within the molecule.

[0413] Generally, delayed fluorescence can be confirmed by transient PL (Photo Luminescence) measurement.

[0414] The behavior of delayed fluorescence can also be analyzed based on the decay curve obtained from transient PL measurements. Transient PL measurements are a technique in which a sample is excited by irradiating it with a pulsed laser, and then the decay behavior (transient characteristics) of the PL emission is measured after the irradiation is stopped. PL emission from TADF compounds is classified into emission components from singlet excitons generated during the initial PL excitation, and emission components from singlet excitons generated via triplet excitons. The lifetime of singlet excitons generated during the initial PL excitation is extremely short, on the order of nanoseconds. Therefore, the emission from these singlet excitons decays quickly after irradiation with a pulsed laser. On the other hand, delayed fluorescence decays slowly because it is emitted from singlet excitons generated via triplet excitons, which have a long lifetime. Thus, there is a large time difference between the emission from the singlet excitons generated by the initial PL excitation and the emission from the singlet excitons generated via triplet excitons. Therefore, the emission intensity derived from delayed fluorescence can be measured.

[0415] A schematic diagram of an exemplary apparatus for measuring transient PL is shown in Figure 2. An example of a method for measuring transient PL and an analysis of the behavior of delayed fluorescence will be described below using Figure 2.

[0416] 2 includes a pulsed laser unit 101 capable of irradiating light of a predetermined wavelength, a sample chamber 102 for accommodating a measurement sample, a spectroscope 103 for dispersing the light emitted from the measurement sample, a streak camera 104 for forming a two-dimensional image, and a personal computer 105 for capturing and analyzing the two-dimensional image. Note that the measurement of transient PL is not limited to the device shown in FIG. 2.

[0417] The sample accommodated in the sample chamber 102 is obtained by forming a thin film on a quartz substrate, in which the matrix material is doped with a doping material at a concentration of 12 mass %.

[0418] A pulsed laser is irradiated from the pulsed laser unit 101 onto a thin film sample placed in the sample chamber 102 to excite the doping material. Emission light is extracted in a direction 90 degrees to the irradiation direction of the excitation light, and the extracted light is dispersed by the spectrometer 103, forming a two-dimensional image in the streak camera 104. As a result, a two-dimensional image can be obtained in which the vertical axis corresponds to time, the horizontal axis corresponds to wavelength, and bright spots correspond to emission intensity. By cutting out this two-dimensional image along a predetermined time axis, an emission spectrum can be obtained in which the vertical axis represents emission intensity and the horizontal axis represents wavelength. Furthermore, by cutting out the two-dimensional image along the wavelength axis, a decay curve (transient PL) can be obtained in which the vertical axis represents the logarithm of emission intensity and the horizontal axis represents time.

[0419] For example, a thin film sample A was prepared as described above using the following compound HX1 as the matrix material and the following compound DX1 as the doping material, and transient PL measurement was carried out.

[0420] [ka]

[0421] Here, the attenuation curves were analyzed using the above-mentioned thin film sample A and thin film sample B. Thin film sample B was prepared as described above using the following compound HX2 as a matrix material and the above-mentioned compound DX1 as a doping material.

[0422] FIG. 3 shows the decay curves obtained from the transient PL measured for thin film sample A and thin film sample B.

[0423] [ka]

[0424] As described above, transient PL measurements can be used to obtain an emission decay curve with emission intensity on the vertical axis and time on the horizontal axis. Based on this emission decay curve, the fluorescence intensity ratio between the fluorescence emitted from the singlet excited state generated by photoexcitation and the delayed fluorescence emitted from the singlet excited state generated by back energy transfer via the triplet excited state can be estimated. In delayed fluorescent materials, the ratio of the intensity of the delayed fluorescence, which decays slowly, to the intensity of the fluorescence, which decays quickly, is somewhat larger.

[0425] Specifically, there are two types of luminescence from delayed fluorescent materials: prompt luminescence and delayed luminescence. Prompt luminescence is luminescence that is observed immediately from the excited state after being excited by pulsed light (light irradiated from a pulsed laser) with a wavelength that the delayed fluorescent material absorbs. Delayed luminescence is luminescence that is not observed immediately after excitation by the pulsed light, but is observed later.

[0426] The amounts of prompt luminescence and delay luminescence and their ratio can be determined by a method similar to that described in "Nature 492, 234-238, 2012" (Reference 1). Note that the device used to calculate the amounts of prompt luminescence and delay luminescence is not limited to the device described in Reference 1 or the device shown in FIG. 2.

[0427] Furthermore, to measure the delayed fluorescence of the delayed fluorescent compound according to this embodiment, a sample prepared by the following method is used. For example, the delayed fluorescent compound according to this embodiment is dissolved in toluene to prepare a dilute solution having an absorbance of 0.05 or less at the excitation wavelength to eliminate the contribution of self-absorption. To prevent quenching by oxygen, the sample solution is frozen and degassed, and then sealed in a lidded cell under an argon atmosphere to obtain an oxygen-free sample solution saturated with argon. The fluorescence spectrum of the sample solution was measured using a spectrofluorometer FP-8600 (JASCO Corporation), and the fluorescence spectrum of an ethanol solution of 9,10-diphenylanthracene was also measured under the same conditions. The total fluorescence quantum yield was calculated using the fluorescence area intensities of both spectra according to equation (1) in Morris et al., J. Phys. Chem. 80 (1976) 969.

[0428] In this embodiment, the amount of prompt luminescence (instant luminescence) of the compound to be measured is X P and the amount of delay light emission is X D When X D / X P It is preferable that the value is 0.05 or more. The amounts of prompt luminescence and delayed luminescence and their ratios for compounds other than the delayed fluorescent compound in this specification are measured in the same manner as the amounts of prompt luminescence and delayed luminescence and their ratios for the delayed fluorescent compound according to this embodiment.

[0429] (ΔST) In this embodiment, the lowest excited singlet energy S1 and the energy gap T at 77 [K] 77K The difference between (S1-T 77K ) is defined as ΔST.

[0430] In this embodiment, the lowest excited singlet energy S1(GT2) of the delayed fluorescent compound and the energy gap T at 77 [K] of the delayed fluorescent compound are 77K The difference ΔST(GT2) from (GT2) is preferably less than 0.5 eV, more preferably less than 0.3 eV, even more preferably less than 0.2 eV, still more preferably less than 0.1 eV, and even more preferably less than 0.01 eV. That is, ΔST(GT2) preferably satisfies the following formula (Mathematical Formula 2), (Mathematical Formula 2A), (Mathematical Formula 2B), (Mathematical Formula 2C), or (Mathematical Formula 2D). ΔST(GT2)=S1(GT2)-T 77K (GT2)<0.5eV …(Equation 2) ΔST(GT2)=S1(GT2)-T 77K(GT2)<0.3eV …(number 2A) ΔST(GT2)=S1(GT2)-T 77K (GT2)<0.2eV...(Math 2B) ΔST(GT2)=S1(GT2)-T 77K (GT2)<0.1eV …(math 2C) ΔST(GT2)=S1(GT2)-T 77K (GT2)<0.01eV …(math 2D)

[0431] (Relationship between triplet energy and energy gap at 77[K]) Here, the relationship between the triplet energy and the energy gap at 77 K will be described. In this embodiment, the energy gap at 77 K differs from the triplet energy that is usually defined. Triplet energy is measured as follows. First, a sample is prepared by dissolving the compound to be measured in an appropriate solvent and sealing the solution in a quartz glass tube. The phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) of this sample is measured at low temperature (77 K). A tangent line is drawn to the rising edge of the short wavelength side of this phosphorescence spectrum, and the triplet energy is calculated using a predetermined conversion formula based on the wavelength value at the intersection of the tangent line and the horizontal axis. Among the compounds according to this embodiment, the thermally activated delayed fluorescent compound is preferably a compound with a small ΔST. When ΔST is small, intersystem crossing and reverse intersystem crossing are likely to occur even at low temperatures (77 [K]), resulting in a mixture of excited singlet and excited triplet states. As a result, the spectrum measured in the same manner as above contains light emission from both the excited singlet and excited triplet states, and although it is difficult to clearly distinguish which state the light emission originates from, it is generally considered that the triplet energy value is dominant. Therefore, in this embodiment, although the measurement method is the same as that of the normal triplet energy T, in order to distinguish that it is different in the strict sense, the value measured as follows is referred to as the energy gap T 77KThe compound to be measured is dissolved in EPA (diethyl ether: isopentane: ethanol = 5:5:2 (volume ratio)) to obtain a solution with a concentration of 10 μmol / L, and this solution is placed in a quartz cell to be used as a measurement sample. The phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) of this measurement sample is measured at low temperature (77 [K]), and a tangent line is drawn to the rising edge on the short wavelength side of this phosphorescence spectrum, and the wavelength value λ at the intersection of this tangent line and the horizontal axis is determined. edge Based on the [nm], the amount of energy calculated using the following conversion formula (F1) is the energy gap T at 77 [K]. 77K Let's say. Conversion formula (F1):T 77K [eV]=1239.85 / λ edge

[0432] The tangent to the rising edge of the phosphorescence spectrum on the short wavelength side is drawn as follows: When moving along the spectral curve from the short wavelength side of the phosphorescence spectrum to the shortest maximum of the spectral maxima, consider the tangent at each point on the curve toward the long wavelength side. The slope of this tangent increases as the curve rises (i.e., as the vertical axis increases). The tangent drawn at the point where this slope is at its maximum (i.e., the tangent at the inflection point) is the tangent to the rising edge of the phosphorescence spectrum on the short wavelength side. Note that a maximum point having a peak intensity that is 15% or less of the maximum peak intensity of the spectrum is not included in the above-mentioned maximum value on the shortest wavelength side, and the tangent drawn at the point where the slope value is the maximum value that is closest to the maximum value on the shortest wavelength side is defined as the tangent to the rising edge on the short wavelength side of the phosphorescence spectrum. Phosphorescence can be measured using an F-4500 spectrofluorophotometer manufactured by Hitachi High-Technologies Corp. However, the measuring device is not limited to this, and measurements may be performed by combining a cooling device, a cryogenic container, an excitation light source, and a light-receiving device.

[0433] (Lowest excited singlet energy S1) The following method can be used to measure the lowest excited singlet energy S1 using a solution (sometimes referred to as a solution method). A 10 μmol / L toluene solution of the compound to be measured is prepared and placed in a quartz cell, and the absorption spectrum (vertical axis: absorption intensity, horizontal axis: wavelength) of this sample is measured at room temperature (300 K). A tangent line is drawn to the falling edge on the long wavelength side of this absorption spectrum, and the wavelength value λedge [nm] at the intersection of this tangent line and the horizontal axis is substituted into the following conversion formula (F2) to calculate the lowest excited singlet energy. Conversion formula (F2): S1[eV]=1239.85 / λedge An example of an absorption spectrum measuring device is a spectrophotometer manufactured by Hitachi (device name: U3310), but is not limited to this.

[0434] The tangent to the fall on the long wavelength side of the absorption spectrum is drawn as follows. When moving along the spectral curve from the longest maximum value on the longest wavelength side of the absorption spectrum toward longer wavelengths, consider the tangent at each point on the curve. As the curve falls (i.e., as the value on the vertical axis decreases), the slope of this tangent decreases and then increases repeatedly. The tangent drawn at the point where the slope is minimum on the longest wavelength side (excluding cases where the absorbance is 0.1 or less) is considered to be the tangent to the fall on the long wavelength side of the absorption spectrum. Note that maximum points with absorbance values ​​of 0.2 or less are not included in the maximum values ​​on the longest wavelength side.

[0435] (Method for producing delayed fluorescent compound) The delayed fluorescent compound can be produced by a known method. Alternatively, the delayed fluorescent compound can be produced by following a known method and using known alternative reactions and raw materials suited to the target compound.

[0436] (Specific examples of delayed fluorescent compounds) Specific examples of the delayed fluorescent compound include the following compounds, however, the present invention is not limited to these specific examples.

[0437] [ka]

[0438] [ka]

[0439] [ka]

[0440] [ka]

[0441] [ka]

[0442] [ka]

[0443] [Fluorescent materials] In this embodiment, the fluorescent material is preferably a compound that does not exhibit thermally activated delayed fluorescence. In this embodiment, the fluorescent material is not a phosphorescent metal complex. In this embodiment, the fluorescent material is preferably not a metal complex.

[0444] In this embodiment, the fluorescent material is one or more compounds selected from the group consisting of third compounds represented by the following general formula (41).

[0445] [ka]

[0446] (In the general formula (41), Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, L 401 and L 402 are each independently O, S, Se, or NR 40 , C(R 41 )(R 42 ), or Si(R 43 )(R 44 ) and L 403 is B, P, or P=O, R 40 ~R 44 are each independently, combining with the ring a, ring b or ring c to form a substituted or unsubstituted monocycle, or combines with the ring a, ring b, or ring c to form a substituted or unsubstituted fused ring, or not bonded to the ring a, ring b, or ring c, R 41 and R 42 teeth, joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 43 and R 44 teeth, joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 40 ~R 44 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by =N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 45 teeth, a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 60 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, R 40 If there are multiple R 40 are identical to or different from each other, R 41 If there are multiple R 41 are identical to or different from each other, R 42 If there are multiple R 42 are identical to or different from each other, R 43 If there are multiple R 43 are identical to or different from each other, R 44 If there are multiple R 44 are identical to or different from each other, R 45 If there are multiple R 45 are either identical or different.)

[0447] In this embodiment, the compound represented by the general formula (41) is preferably a compound represented by the following general formula (410).

[0448] [ka]

[0449] (In the general formula (410), Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, R 401 and R 402 are each independently, combining with the ring a, ring b or ring c to form a substituted or unsubstituted monocycle, or combines with the ring a, ring b, or ring c to form a substituted or unsubstituted fused ring, or not bonded to the ring a, ring b, or ring c, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by =N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0450] In this embodiment, the compound represented by the general formula (41) is preferably a compound selected from the group consisting of compounds represented by the following general formulae (41-1) to (41-6).

[0451] [ka]

[0452] [ka]

[0453] [ka]

[0454] (In the general formula (41-1), Xa is O, S, Se, C(R 403 )(R 404 ), or NR 405 and R 401 and R 421 Paired with R 421 ~R 423 A set of two or more adjacent 423 and R 402 Paired with R 402 and R 424 Paired with R 424 ~R 427 A set of two or more adjacent 427 and R 412 Pairs with and R 412 and R 411 and joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by =N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 403 ~R 405and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 411 , R 412 , and R 421 ~R 427 are each independently a hydrogen atom or a substituent R X and The substituent R X are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 )(R 902 )(R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 )(R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 ~R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different, and R902 If there are multiple R 902 are the same or different, and R 903 If there are multiple R 903 are the same or different, and R 904 If there are multiple R 904 , which may be the same or different, and R 905 If there are multiple R 905 are the same or different, and R 906 If there are multiple R 906 are the same or different, and R 907 If there are multiple R 907 are either identical or different.) (In the general formula (41-2), Xa is O, S, Se, C(R 403 )(R 404 ), or NR 405 and R 401 and R 421 Paired with R 421 ~R 423 A set consisting of two or more adjacent R 423 and R 402 Paired with R 402 and R 424 Paired with R 424 ~R 427 A set of two or more adjacent 413 and R 414 Pairs with and R 414 and R 401 and joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by =N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 403 ~R 405 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 413 , R 414 , and R 421 ~R 427 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is equivalent to (In the general formula (41-3), Xa and Xb each independently represent O, S, Se, C(R 403 )(R 404 ), or NR 405 and R 401 and R 421 Paired with R 421 ~R 423 A set of two or more adjacent 423 and R 402 Paired with R 415 and R 416 Paired with R 416 and R 412 Pairs with and R 412 and R 411 and joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by =N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 403 ~R 405 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 411 , R 412 , R 415 , R 416 , and R 421 ~R 423 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is synonymous with R 403 If there are multiple R 403 are identical to or different from each other, R 404 If there are multiple R 404 are identical to or different from each other, R 405 If there are multiple R 405 are either identical or different.) (In the general formula (41-4), Xa and Xb each independently represent O, S, Se, C(R 403 )(R 404 ), or NR 405 and R401 and R 421 Paired with R 421 ~R 423 A set of two or more adjacent 423 and R 402 Paired with R 402 and R 418 Paired with R 418 and R 417 Pairs with and R 412 and R 411 and joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by =N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 403 ~R 405 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 411 , R 412 , R 417 , R 418 , and R 421 ~R 423 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is synonymous with R403 If there are multiple R 403 are identical to or different from each other, R 404 If there are multiple R 404 are identical to or different from each other, R 405 If there are multiple R 405 are either identical or different.) (In the general formula (41-5), Xa and Xb each independently represent O, S, Se, C(R 403 )(R 404 ), or NR 405 and R 401 and R 421 Paired with R 421 ~R 423 A set of two or more adjacent 423 and R 402 Paired with R 402 and R 418 Paired with R 418 and R 417 Paired with R 413 and R 414 Pairs with and R 414 and R 401 and joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, -CR 45 an iminyl group represented by =N; a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 403 ~R 405 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 413 , R 414 , R 417 , R 418 , and R 421 ~R 423 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is synonymous with R 403 If there are multiple R 403 are identical to or different from each other, R 404 If there are multiple R 404 are identical to or different from each other, R 405 If there are multiple R 405 are either identical or different.) (In the general formula (41-6), R 401 and R 421 Paired with R 421 ~R 423 A set of two or more adjacent 423 and R 402 Paired with R 402 and R 424 Paired with R 424 ~R 427 A set of two or more adjacent 427 and R 428 Paired with R 428 ~R 431 A pair consisting of two or more adjacent 431 and R 401 and joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by =N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 421 ~R 431 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is equivalent to

[0455] In the compounds represented by the general formulae (41-1) to (41-5), R 412 and R 411 Paired with R 413 and R 414 Paired with R 415 and R 416 Pairs with and R 417 and R 418 and

[0049] It is also preferred that one or more pairs selected from the group consisting of

[0050] and

[0051] are bonded to each other to form a substituted or unsubstituted monocyclic ring, or to form a substituted or unsubstituted fused ring.

[0456] In this embodiment, the compound represented by the general formula (41) is also preferably a compound represented by the following general formula (41-7).

[0457] [ka]

[0458] (In the general formula (41-7), Xa is O, S, Se, C(R 403 )(R 404 ), or NR 405 and R 401 and R 421 Paired with R 421 ~R 423 A set consisting of two or more adjacent R 423 and R 402 Paired with R 402 and R 424 Paired with R 424 ~R 427 A pair consisting of two or more adjacent 437 ~R 440 One or more pairs selected from the group consisting of pairs of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms; a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 403 ~R 405and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 421 ~R 427 and R 437 ~R 440 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is equivalent to

[0459] In this embodiment, R 401 and R 402 are each independently preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, more preferably a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, and even more preferably a group represented by the following general formula (42):

[0460] [ka]

[0461] (In the general formula (42), R 432 ~R 436 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 432 ~R 436 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is synonymous with Multiple R 432 If there are multiple R 432 are the same or different from each other, Multiple R 433 If there are multiple R 433 are the same or different from each other, Multiple R 434 If there are multiple R 434 are the same or different from each other, Multiple R 435 If there are multiple R 435 are the same or different from each other, Multiple R 436 If there are multiple R 436 are the same or different from each other, * indicates the bond position.)

[0462] In this embodiment, the compound represented by the general formula (41) is also preferably a compound represented by the following general formula (42-1).

[0463] [ka] (In the general formula (42-1), R 421 ~R 431 are R in the general formula (41-6), respectively. 421 ~R 431 is synonymous with R 451 ~R 455 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 456 ~R 460 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 451 ~R 455 and R 456 ~R 460 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is equivalent to

[0464] In this embodiment, the compound represented by the general formula (41) is also preferably a compound represented by the following general formula (42-2).

[0465] [ka]

[0466] (In the general formula (42-2), R 422 , R 426 , R 429 , R 453 , and R 458 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is equivalent to

[0467] In this embodiment, the compound represented by the general formula (41) is also preferably a compound represented by the following general formula (42-3).

[0468] [ka]

[0469] (In the general formula (42-3), R 421 ~R 427 , R 437 ~R 440 and Xa are R in the general formula (41-7), respectively. 421 ~R 427 , R437 ~R 440 and Xa, R 451 ~R 455 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 456 ~R 460 At least one pair of two or more adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 451 ~R 455 and R 456 ~R 460 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is equivalent to

[0470] In this embodiment, the compound represented by the general formula (41) is also preferably a compound represented by the following general formula (42-4).

[0471] [ka]

[0472] (In the general formula (42-4), Xa has the same meaning as Xa in the general formula (41-6), and R 422 , R 426 , R 429 , R 439 , R 453 , and R 458 are each independently a hydrogen atom or a substituent R X and the substituent RX represents the substituent R in the general formula (41-1). X is equivalent to

[0473] In this embodiment, R in the third compound 422 , R 426 , R 429 , R 439 , R 453 , and R 458 are each independently preferably a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, more preferably a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and even more preferably a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms.

[0474] In this embodiment, it is preferred that Xa and Xb in the third compound each independently represent O or S.

[0475] (Method for producing a compound represented by general formula (41)) The compound represented by the general formula (41) can be produced by a known method. Alternatively, the compound represented by the general formula (41) can be produced by following a known method and using known alternative reactions and raw materials suited to the target compound.

[0476] (Specific examples of compounds represented by general formula (41)) Specific examples of the compound represented by the general formula (41) include the compounds shown below. In the specific examples below, Me represents a methyl group, tBu represents a tertiary butyl group, and Ph represents a phenyl group.

[0477] [ka]

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[0536] [ka]

[0537] In one embodiment, the substituent in the case of "substituted or unsubstituted" in each of the general formulae is an unsubstituted alkyl group having 1 to 50 carbon atoms, an unsubstituted alkenyl group having 2 to 50 carbon atoms, an unsubstituted alkynyl group having 2 to 50 carbon atoms, an unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901a )(R 902a )(R 903a ), -O-(R 904a ), -S-(R 905a ), -N(R 906a )(R 907a ), a halogen atom, a cyano group, a nitro group, an unsubstituted aryl group having 6 to 50 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901a ~R 907a each independently represents a hydrogen atom, an unsubstituted alkyl group having 1 to 50 carbon atoms, an unsubstituted aryl group having 6 to 50 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901a If there are two or more, there are two or more R 901a are the same or different, and R 902a If there are two or more, there are two or more R 902a are the same or different, and R903a If there are two or more, there are two or more R 903a are the same or different, and R 904a If there are two or more, there are two or more R 904a are the same or different, and R 905a If there are two or more, there are two or more R 905a are the same or different, and R 906a If there are two or more, there are two or more R 906a are the same or different, and R 907a If there are two or more, there are two or more R 907a are the same as or different from each other.

[0538] In one embodiment, the substituent in the term "substituted or unsubstituted" in each of the general formulae is an unsubstituted alkyl group having 1 to 50 carbon atoms, an unsubstituted aryl group having 6 to 50 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 50 ring atoms.

[0539] In one embodiment, the substituent in the term "substituted or unsubstituted" in each of the general formulae is an unsubstituted alkyl group having 1 to 18 carbon atoms, an unsubstituted aryl group having 6 to 18 ring carbon atoms, or an unsubstituted heterocyclic group having 5 to 18 ring atoms.

[0540] (Maximum peak wavelength) In this embodiment, the maximum peak wavelength of the third compound as the fluorescent material is preferably 480 nm or less, and more preferably 475 nm or less. In this embodiment, the maximum peak wavelength of the third compound as a fluorescent material is preferably 430 nm or more, and more preferably 440 nm or more. In this specification, the maximum peak wavelength of fluorescent light may be referred to as the maximum peak wavelength of fluorescent light. In the organic EL device of this embodiment, the first compound preferably emits blue light. In this specification, blue light refers to light whose maximum peak wavelength in the fluorescence spectrum is in the range of 430 nm to 480 nm.

[0541] (Emission spectrum half width) In this embodiment, the full width at half maximum (FWHM) of the emission spectrum of the third compound as the fluorescent material is preferably 40 nm or less, and more preferably 30 nm or less. In this embodiment, the emission spectrum half width FWHM of the third compound as the fluorescent material is preferably 5 nm or more, and more preferably 10 nm or more. FWHM is an abbreviation for full width at half maximum.

[0542] In this specification, the maximum peak wavelength of fluorescence emission is the wavelength at which the compound to be measured is 10 -6 moles / liter or more, 10 -5 The FWHM is the maximum peak wavelength of the fluorescence spectrum at which the emission intensity is maximum in a fluorescence spectrum measured for a toluene solution in which the compound is dissolved at a concentration of 1 / 4 mole / liter or less. The emission spectrum half width FWHM is the full width at half maximum of the maximum peak of the fluorescence spectrum. A fluorescence spectrum measuring device can be used to measure the fluorescence spectrum. For example, a fluorescence spectrum measuring device (device name: FP-8300) manufactured by JASCO Corporation can be used. Note that the fluorescence spectrum measuring device is not limited to the device exemplified here.

[0543] (Stokes shift) In this embodiment, the Stokes shift of the third compound as a fluorescent material is preferably 25 nm or less, and more preferably 20 nm or less. In this embodiment, the Stokes shift of the third compound as a fluorescent material is preferably 5 nm or more, and more preferably 10 nm or more. When the Stokes shift of the third compound is 20 nm or less, the excitation energy can be reduced. When the Stokes shift of the third compound is 10 nm or more, self-absorption can be suppressed and loss of efficiency can be reduced. The Stokes shift can be measured by the following method. -5 The compound is dissolved in toluene at a concentration of 1000 mol / L to prepare a measurement sample. The measurement sample is placed in a quartz cell and irradiated with continuous light in the ultraviolet-visible region at room temperature (300 K), and the absorption spectrum (vertical axis: absorbance, horizontal axis: wavelength) is measured. A spectrophotometer can be used to measure the absorption spectrum, for example, the Hitachi High-Tech Science U-3900 / 3900H spectrophotometer. The compound to be measured is dissolved in toluene at a concentration of 4.9 x 10 -6 The measurement sample is prepared by dissolving it in toluene at a concentration of mol / L. The measurement sample is placed in a quartz cell and irradiated with excitation light at room temperature (300 K), and the fluorescence spectrum (vertical axis: fluorescence intensity, horizontal axis: wavelength) is measured. A spectrophotometer can be used to measure the fluorescence spectrum, such as the Hitachi High-Tech Science F-7000 fluorescence spectrophotometer. From these absorption and fluorescence spectra, the difference between the absorption maximum wavelength and the fluorescence maximum wavelength is calculated to determine the Stokes shift (SS). The unit of Stokes shift SS is nm.

[0544] (Relationship between host material, sensitizing material, and fluorescent material in the light-emitting layer) In one embodiment, the sensitizing material is the delayed fluorescent compound. In one embodiment, the light-emitting layer contains a delayed fluorescent compound as a sensitizing material, and may not contain a phosphorescent metal complex.

[0545] FIG. 4 shows an example of the relationship between the energy levels of a host material (first compound), a delayed fluorescent compound (second compound) as a sensitizer, and a fluorescent material (third compound) in an emitting layer. In FIG. 4, S0 represents the ground state. S1(M1) represents the lowest excited singlet state of the host material, and T1(M1) represents the lowest excited triplet state of the host material. S1(M2) represents the lowest excited singlet state of the delayed fluorescent compound, and T1(M2) represents the lowest excited triplet state of the delayed fluorescent compound. S1(M3) represents the lowest excited singlet state of the fluorescent material, and T1(M3) represents the lowest excited triplet state of the fluorescent material. The dashed arrow from S1(M2) to S1(M3) in FIG. 4 represents Förster energy transfer from the lowest excited singlet state of the delayed fluorescent compound to the lowest excited singlet state of the fluorescent material. As shown in Figure 4, when a compound with a small ΔST(M2) is used as the delayed fluorescent compound, the lowest excited triplet state T1(M2) can undergo reverse intersystem crossing to the lowest excited singlet state S1(M2) due to thermal energy. Then, Förster-type energy transfer occurs from the lowest excited singlet state S1(M2) of the delayed fluorescent compound to the fluorescent material, generating the lowest excited singlet state S1(M3). As a result, fluorescence emission from the lowest excited singlet state S1(M3) of the fluorescent material can be observed. It is believed that the internal quantum efficiency can theoretically be increased to 100% by utilizing delayed fluorescence via this TADF mechanism.

[0546] In one embodiment, it is also preferable that the lowest excited singlet energy S1(GT2) of the delayed fluorescent compound and the lowest excited singlet energy S1(D) of the fluorescent material satisfy the relationship of the following mathematical formula (Mathematical Formula 4). S1(GT2)>S1(D) ... (Number 4)

[0547] In one embodiment, it is also preferable that the lowest excited singlet energy S1(H1) of the host material and the lowest excited singlet energy S1(GT2) of the delayed fluorescent compound satisfy the relationship of the following mathematical formula (Mathematical Formula 4A). S1(H1)>S1(GT2) ... (Math 4A)

[0548] In one embodiment, it is also preferable that the lowest excited singlet energy S1 of the host material, the delayed fluorescent compound, and the fluorescent material satisfy the relationship of the following mathematical formula (Mathematical Formula 4B). S1(H1)>S1(GT2)>S1(D)…(Number 4B)

[0549] In this embodiment, when the sensitizing material is a delayed fluorescent compound, the above formula (Formula 1) is expressed by the following formula (Formula 6). T 77K (H1)>T 77K (GT2) ...(Number 6)

[0550] In one embodiment, the delayed fluorescent compound has an energy gap T at 77[K]. 77K (GT2) and the energy gap T of the fluorescent material at 77[K] 77K It is also preferable that (D) satisfies the relationship of the following mathematical formula (Mathematical Formula 6A). T 77K (GT2)>T 77K (D) ...(Math 6A)

[0551] In one embodiment, the energy gap T at 77 [K] of the host material, the delayed fluorescent compound, and the fluorescent material 77K It is also preferable that satisfies the relationship of the following mathematical formula (Mathematical Formula 6B). T 77K (H1)>T 77K (GT2)>T 77K (D) …(Number 6B)

[0552] In one embodiment, the sensitizing material is a phosphorescent metal complex. In one embodiment, the light-emitting layer contains a phosphorescent metal complex as a sensitizing material, and may not contain a delayed fluorescent compound.

[0553] FIG. 5 shows an example of the relationship between the energy levels of a host material (first compound), a phosphorescent metal complex (second compound) as a sensitizer, and a fluorescent material (third compound) in an emitting layer. In FIG. 5, S0 represents the ground state. S1(M1) represents the lowest excited singlet state of the host material, and T1(M1) represents the lowest excited triplet state of the host material. S1(M2) represents the lowest excited singlet state of the phosphorescent metal complex, and T1(M2) represents the lowest excited triplet state of the phosphorescent metal complex. S1(M3) represents the lowest excited singlet state of the fluorescent material, and T1(M3) represents the lowest excited triplet state of the fluorescent material. The dashed arrow from T1 (M2) to S1 (M3) in FIG. 5 represents dipole-type energy transfer from the lowest excited triplet state of the phosphorescent metal complex to the lowest excited singlet state of the fluorescent material. As shown in Figure 5, when a phosphorescent metal complex is used as a sensitizer, the lowest excited singlet state S1(M2) of the phosphorescent metal complex can undergo intersystem crossing to the lowest excited triplet state T1(M2) due to spin-orbit interactions and heavy atom effects. Dipole-type energy transfer then occurs from the lowest excited triplet state T1(M2) of the phosphorescent metal complex to the fluorescent material, generating the lowest excited singlet state S1(M3). As a result, fluorescence from the lowest excited singlet state S1(M3) of the fluorescent material can be observed. It is believed that this mechanism can theoretically increase the internal quantum efficiency to 100%.

[0554] In one embodiment, the energy gap T at 77[K] of the phosphorescent metal complex 77K It is also preferable that (GP2) and the lowest excited singlet energy S1(D) of the fluorescent material satisfy the relationship of the following mathematical formula (Mathematical Formula 3). T 77K (GP2)>S1(D) ...(Math 3)

[0555] In this embodiment, when the sensitizing material is a phosphorescent metal complex, the above formula (Formula 1) is expressed by the following formula (Formula 3A). T 77K (H1)>T 77K(GP2) …(Math 3A)

[0556] In one embodiment, the energy gap T at 77[K] of the host material and the phosphorescent metal complex 77K and the lowest excited singlet energy S1(D) of the fluorescent material preferably satisfy the relationship of the following mathematical formula (Mathematical Formula 3B): T 77K (H1)>T 77K (GP2)>S1(D) …(Math 3B)

[0557] The lowest excited singlet energy S1(D) of the fluorescent material and the energy gap T at 77[K] of the fluorescent material 77K (D) usually satisfies the relationship of the following mathematical formula (Math. 6B). S1(D)>T 77K (D) …(Number 3C)

[0558] In one embodiment, it is also preferable that the lowest excited singlet energy S1(H1) of the host material and the lowest excited singlet energy S1(GP2) of the phosphorescent metal complex satisfy the relationship of the following mathematical formula (Mathematical Formula 5). S1(H1)>S1(GP2) ... (Number 5)

[0559] In one embodiment, it is also preferable that the lowest excited singlet energy S1(GP2) of the phosphorescent metal complex and the lowest excited singlet energy S1(D) of the fluorescent material satisfy the relationship of the following mathematical formula (Mathematical Formula 5A). S1(GP2)>S1(D)…(Number 5A)

[0560] In one embodiment, it is also preferable that the lowest excited singlet energy S1 of the host material, the phosphorescent metal complex, and the fluorescent material satisfy the relationship of the following mathematical formula (Mathematical Formula 5B). S1(H1)>S1(GP2)>S1(D)…(Number 5B)

[0561] When the organic EL device of this embodiment is caused to emit light, it is preferable that the fluorescent compound in the light-emitting layer mainly emits light.

[0562] The maximum peak wavelength of light emitted from the organic EL element is measured as follows. Current density is 10mA / cm 2 The spectral radiance spectrum when a voltage is applied to the organic EL element so that the spectral radiance is as follows: In the obtained spectral radiance spectrum, the peak wavelength of the emission spectrum where the emission intensity is maximum is measured, and this is defined as the maximum peak wavelength (unit: nm).

[0563] (Compound content in the light-emitting layer) The contents of the host material (first compound), the sensitizing material (second compound), and the fluorescent material (third compound) contained in the light-emitting layer are preferably within the following ranges, for example.

[0564] The content of the host material (first compound) in the light-emitting layer is preferably 50% by mass or more, and more preferably 70% by mass or more. The content of the host material (first compound) in the light-emitting layer is preferably 95% by mass or less, and more preferably 90% by mass or less.

[0565] When the sensitizing material (second compound) is a delayed fluorescent compound, the content of the delayed fluorescent compound in the light-emitting layer is preferably 5% by mass or more, and more preferably 10% by mass or more. The content of the delayed fluorescent compound in the light-emitting layer is preferably 50% by mass or less, and more preferably 30% by mass or less.

[0566] When the sensitizing material (second compound) is a phosphorescent metal complex, the content of the phosphorescent metal complex in the light-emitting layer is preferably 5% by mass or more, and more preferably 10% by mass or more. The content of the phosphorescent metal complex in the light-emitting layer is preferably 50% by mass or less, and more preferably 30% by mass or less.

[0567] The content of the fluorescent material (third compound) in the light-emitting layer is preferably 0.5% by mass or more, and more preferably 1% by mass or more. The content of the fluorescent material (third compound) in the light-emitting layer is preferably 10% by mass or less, and more preferably 5% by mass or less. The upper limit of the total content of the host material (first compound), sensitizing material (second compound), and fluorescent material (third compound) in the light-emitting layer is 100% by mass. Note that this embodiment does not exclude the light-emitting layer containing materials other than the host material, sensitizing material, and fluorescent material. In this embodiment, the light-emitting layer may contain only one type of host material, or may contain two or more types of host materials.

[0568] (Thickness of the light-emitting layer) The thickness of the light-emitting layer in the organic EL device of this embodiment is preferably 5 nm to 50 nm, more preferably 7 nm to 50 nm, and even more preferably 10 nm to 50 nm. A thickness of 5 nm or more facilitates the formation of the light-emitting layer and the adjustment of chromaticity, while a thickness of 50 nm or less facilitates the suppression of an increase in driving voltage.

[0569] The structure of the organic EL element will be further explained.

[0570] (substrate) The substrate is used as a support for the organic EL element. Examples of materials that can be used for the substrate include glass, quartz, and plastic. A flexible substrate may also be used. A flexible substrate is a substrate that can be bent (flexible), and examples thereof include a plastic substrate. Examples of materials for forming the plastic substrate include polycarbonate, polyarylate, polyethersulfone, polypropylene, polyester, polyvinyl fluoride, polyvinyl chloride, polyimide, and polyethylene naphthalate. Inorganic vapor-deposited films may also be used.

[0571] (anode) The anode formed on the substrate is made of a metal with a large work function (specifically, 4.0 eV or more), It is preferable to use alloys, electrically conductive compounds, and mixtures thereof. Specific examples include indium oxide-tin oxide (ITO), indium oxide-tin oxide containing silicon or silicon oxide, indium oxide-zinc oxide, tungsten oxide, indium oxide containing zinc oxide, and graphene. Other examples include gold (Au), platinum (Pt), nickel (Ni), tungsten (W), chromium (Cr), molybdenum (Mo), iron (Fe), cobalt (Co), copper (Cu), palladium (Pd), titanium (Ti), and nitrides of metal materials (e.g., titanium nitride).

[0572] These materials are usually formed into films by sputtering. For example, indium oxide-zinc oxide can be formed by sputtering using a target containing 1% by mass or more and 10% by mass or less of zinc oxide added to indium oxide. Furthermore, for example, indium oxide containing tungsten oxide and zinc oxide can be formed by sputtering using a target containing 0.5% by mass or more and 5% by mass or less of tungsten oxide and 0.1% by mass or more and 1% by mass or less of zinc oxide relative to indium oxide. Alternatively, the films may be formed by vacuum deposition, coating, inkjet printing, spin coating, or the like.

[0573] Of the EL layers formed on the anode, the hole injection layer formed in contact with the anode is formed using a composite material that easily injects holes regardless of the work function of the anode, so materials that can be used as electrode materials (for example, metals, alloys, electrically conductive compounds, and mixtures of these, as well as elements belonging to Group 1 or Group 2 of the periodic table) can be used.

[0574] Materials with low work functions, such as elements belonging to Group 1 or 2 of the periodic table, can also be used. These include alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), and alloys containing these metals (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these metals. Vacuum deposition and sputtering methods can be used to form the anode using alkali metals, alkaline earth metals, and alloys containing these metals. Furthermore, when using silver paste, coating methods and inkjet methods can be used.

[0575] When the organic EL device is a bottom-emission type, the anode is preferably formed of a light-transmitting or semi-transmitting metal material that transmits light from the light-emitting layer. In this specification, light-transmitting or semi-transmitting means the property of transmitting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The light-transmitting or semi-transmitting metal material can be appropriately selected from the materials listed in the anode section.

[0576] When the organic EL device is a top-emission type, the anode is a reflective electrode having a reflective layer. The reflective layer is preferably formed of a metal material having light reflectivity. In this specification, light reflectivity means the property of reflecting 50% or more (preferably 80% or more) of the light emitted from the light-emitting layer. The metal material having light reflectivity can be appropriately selected from the materials listed in the above section on the anode. The anode may be composed of only a reflective layer, or may have a multilayer structure including a reflective layer and a conductive layer (preferably a transparent conductive layer). When the anode has a reflective layer and a conductive layer, it is preferable that the conductive layer is disposed between the reflective layer and the hole transport region. The conductive layer can be appropriately selected from the materials listed in the anode section.

[0577] (cathode) The cathode is preferably made of a metal, alloy, electrically conductive compound, or mixture thereof, each having a small work function (specifically, 3.8 eV or less). Specific examples of such cathode materials include elements belonging to Group 1 or 2 of the periodic table, i.e., alkali metals such as lithium (Li) and cesium (Cs), alkaline earth metals such as magnesium (Mg), calcium (Ca), and strontium (Sr), alloys containing these (e.g., MgAg, AlLi), rare earth metals such as europium (Eu), ytterbium (Yb), and alloys containing these.

[0578] When an alkali metal, an alkaline earth metal, or an alloy containing these is used to form a cathode, a vacuum deposition method or a sputtering method can be used. When a silver paste or the like is used, a coating method or an inkjet method can be used.

[0579] By providing an electron injection layer, the cathode can be formed using various conductive materials, regardless of the magnitude of the work function, such as Al, Ag, ITO, graphene, indium oxide-tin oxide containing silicon or silicon oxide, etc. These conductive materials can be deposited by sputtering, inkjet printing, spin coating, etc.

[0580] When the organic EL device is a bottom-emission type, the cathode is a reflective electrode. The reflective electrode is preferably formed of a metal material having light reflectivity. The metal material having light reflectivity can be appropriately selected from the materials listed in the cathode section.

[0581] When the organic EL device is a top-emission type, the cathode is preferably formed of a light-transmitting or semi-transmitting metal material that transmits light from the light-emitting layer. The light-transmitting or semi-transmitting metal material can be appropriately selected from the materials listed in the cathode section.

[0582] The organic EL element according to this embodiment may be a bottom-emission type organic EL element, or may be a top-emission type organic EL element. When the organic EL element is a bottom-emission type, it is preferable that the anode is a light-transmitting electrode having light transparency, and the cathode is a light-reflective electrode having light reflection. When the organic EL element is a top-emission type, it is preferable that the anode is a light-reflective electrode having light reflectivity, and the cathode is a light-transmitting electrode having light transmittance.

[0583] (capping layer) When the organic EL device is a top-emitting type, the organic EL device usually includes a capping layer on top of the cathode. The capping layer may contain, for example, at least one compound selected from the group consisting of polymer compounds, metal oxides, metal fluorides, metal borides, silicon nitride, and silicon compounds (such as silicon oxide). The capping layer may also contain at least one compound selected from the group consisting of aromatic amine derivatives, anthracene derivatives, pyrene derivatives, fluorene derivatives, and dibenzofuran derivatives. Furthermore, a laminate in which layers containing these substances are laminated can also be used as the capping layer.

[0584] (hole injection layer) The hole injection layer is a layer containing a substance with high hole injection properties, such as molybdenum oxide, titanium oxide, vanadium oxide, rhenium oxide, ruthenium oxide, chromium oxide, zirconium oxide, hafnium oxide, tantalum oxide, silver oxide, tungsten oxide, or manganese oxide. In addition, materials with high hole injection properties include low-molecular-weight organic compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), 4,4'-bis[N-(4-diphenylaminophenyl)-N-phenylamino]biphenyl (abbreviation: DPAB), 4,4'-bis(N-{4-[N'-(3-methylphenyl)-N'-phenylamino]phenyl}-N-phenylamino)biphenyl (abbreviation: DNTPD), and 1, Other examples include aromatic amine compounds such as 3,5-tris[N-(4-diphenylaminophenyl)-N-phenylamino]benzene (abbreviation: DPA3B), 3-[N-(9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA1), 3,6-bis[N-(9-phenylcarbazol-3-yl)-N-phenylamino]-9-phenylcarbazole (abbreviation: PCzPCA2), and 3-[N-(1-naphthyl)-N-(9-phenylcarbazol-3-yl)amino]-9-phenylcarbazole (abbreviation: PCzPCN1). Furthermore, polymeric compounds (oligomers, dendrimers, polymers, etc.) can also be used as materials with high hole injection properties. Examples include poly(N-vinylcarbazole) (abbreviation: PVK), poly(4-vinyltriphenylamine) (abbreviation: PVTPA), poly[N-(4-{N'-[4-(4-diphenylamino)phenyl]phenyl-N'-phenylamino}phenyl)methacrylamide] (abbreviation: PTPDMA), and poly[N,N'-bis(4-butylphenyl)-N,N'-bis(phenyl)benzidine] (abbreviation: Poly-TPD). Acid-added polymeric compounds such as poly(3,4-ethylenedioxythiophene) / poly(styrenesulfonic acid) (PEDOT / PSS) and polyaniline / poly(styrenesulfonic acid) (PAni / PSS) can also be used.

[0585] (Hole transport layer) The hole transport layer is a layer containing a substance with high hole transport properties. For the hole transport layer, an aromatic amine compound, a carbazole derivative, an anthracene derivative, or the like can be used. Specifically, 4,4'-bis[N-(1-naphthyl)-N-phenylamino]biphenyl (abbreviation: NPB), N,N'-bis(3-methylphenyl)-N,N'-diphenyl-[1,1'-biphenyl]-4,4'-diamine (abbreviation: TPD), 4-phenyl-4'-(9-phenylfluoren-9-yl)triphenylamine (abbreviation: BAFLP), 4,4'-bis[N-(9,9-dimethylfluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: NPB), Aromatic amine compounds such as 4,4',4''-tris(N,N-diphenylamino)triphenylamine (abbreviation: TDATA), 4,4',4''-tris[N-(3-methylphenyl)-N-phenylamino]triphenylamine (abbreviation: MTDATA), and 4,4'-bis[N-(spiro-9,9'-bifluoren-2-yl)-N-phenylamino]biphenyl (abbreviation: BSPB) can be used. The substances mentioned here are mainly 10 -6 cm 2 It is a material with a hole mobility of 1 / Vs or more. The hole transport layer may be made of carbazole derivatives such as CBP, CzPA, and PCzPA, or anthracene derivatives such as t-BuDNA, DNA, and DPAnth. Polymer compounds such as poly(N-vinylcarbazole) (abbreviated as PVK) and poly(4-vinyltriphenylamine) (abbreviated as PVTPA) may also be used. However, other substances may be used as long as they have a higher hole-transporting property than an electron-transporting property. The layer containing the substance having a high hole-transporting property may be a single layer or a layer in which two or more layers made of the above-mentioned substances are stacked.

[0586] (electron transport layer) The electron transport layer is a layer containing a substance with high electron transport properties. Examples of materials that can be used for the electron transport layer include: 1) metal complexes such as aluminum complexes, beryllium complexes, and zinc complexes; 2) heteroaromatic compounds such as imidazole derivatives, benzimidazole derivatives, azine derivatives, carbazole derivatives, and phenanthroline derivatives; and 3) polymer compounds. Specifically, examples of low-molecular-weight organic compounds that can be used include metal complexes such as Alq, tris(4-methyl-8-quinolinolato)aluminum (abbreviated as Almq3), bis(10-hydroxybenzo[h]quinolinato)beryllium (abbreviated as BeBq2), BAlq, Znq, ZnPBO, and ZnBTZ. In addition to metal complexes, 2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (abbreviation: PBD), 1,3-bis[5-(ptert-butylphenyl)-1,3,4-oxadiazol-2-yl]benzene (abbreviation: OXD-7), 3-(4-tert-butylphenyl)-4-phenyl-5-(4-biphenylyl)-1,2,4-triazole (abbreviation: Heteroaromatic compounds such as 3-(4-tert-butylphenyl)-4-(4-ethylphenyl)-5-(4-biphenylyl)-1,2,4-triazole (abbreviated as p-EtTAZ), bathophenanthroline (abbreviated as BPhen), bathocuproine (abbreviated as BCP), and 4,4'-bis(5-methylbenzoxazol-2-yl)stilbene (abbreviated as BzOs) can also be used. The substances mentioned here are mainly from the 10 -6 cm 2 The electron-transporting layer is a substance having an electron mobility of 1 / Vs or higher. Note that any substance other than those mentioned above may be used as the electron-transporting layer as long as it has a higher electron-transporting property than a hole-transporting property. The electron-transporting layer may be a single layer or a stack of two or more layers made of the above-mentioned substances. The electron transport layer can also be made of a polymer compound, such as poly[(9,9-dihexylfluorene-2,7-diyl)-co-(pyridine-3,5-diyl)] (abbreviation: PF-Py) or poly[(9,9-dioctylfluorene-2,7-diyl)-co-(2,2'-bipyridine-6,6'-diyl)] (abbreviation: PF-BPy).

[0587] (electron injection layer) The electron injection layer is a layer containing a substance with high electron injection properties. For the electron injection layer, alkali metals, alkaline earth metals, such as lithium (Li), cesium (Cs), calcium (Ca), lithium fluoride (LiF), cesium fluoride (CsF), calcium fluoride (CaF), and lithium oxide (LiOx), or compounds thereof can be used. Alternatively, a substance having electron transport properties containing an alkali metal, alkaline earth metal, or a compound thereof, such as Alq containing magnesium (Mg), can be used. In this case, electron injection from the cathode can be performed more efficiently. Alternatively, the electron injection layer may be formed using a composite material obtained by mixing an organic compound and an electron donor (donor). Such composite materials have excellent electron injection and electron transport properties because electrons are generated in the organic compound by the electron donor. In this case, the organic compound is preferably a material that is excellent at transporting the generated electrons. Specifically, for example, the above-mentioned substances constituting the electron transport layer (metal complexes, heteroaromatic compounds, etc.) can be used. The electron donor may be any substance that exhibits electron donating properties to the organic compound. Specifically, alkali metals, alkaline earth metals, and rare earth metals are preferred, such as lithium, cesium, magnesium, calcium, erbium, and ytterbium. Alkali metal oxides and alkaline earth metal oxides are also preferred, such as lithium oxide, calcium oxide, and barium oxide. Lewis bases such as magnesium oxide can also be used. Organic compounds such as tetrathiafulvalene (TTF) can also be used.

[0588] (Layer formation method) The method for forming each layer of the organic EL element according to any of the above-described embodiments is not limited to those specifically mentioned above, but may be any known method, such as a dry film formation method, such as a vacuum deposition method, a sputtering method, a plasma method, or an ion plating method, or a wet film formation method, such as a spin coating method, a dipping method, a flow coating method, or an inkjet method.

[0589] (film thickness) The thickness of each organic layer in the organic EL device according to this embodiment is not limited unless otherwise specified above. Generally, if the thickness is too thin, defects such as pinholes are likely to occur, and if the thickness is too thick, a high applied voltage is required, resulting in poor efficiency. Therefore, the thickness of each organic layer in the organic EL device is usually preferably in the range of several nm to 1 μm.

[0590] The organic EL device according to this embodiment can be used in electronic devices such as display devices and light-emitting devices.

[0591] Second Embodiment (electronic equipment) The electronic device according to this embodiment is equipped with the organic EL element according to any one of the above-described embodiments. Examples of the electronic device include a display device and a light-emitting device. Examples of the display device include display components (e.g., an organic EL panel module), televisions, mobile phones, tablets, and personal computers. Examples of the light-emitting device include lighting and vehicle lighting fixtures. The light-emitting device can be used in a display device, for example, as a backlight for a display device.

[0592] The display device as the electronic device according to this embodiment is preferably an organic EL display device having organic EL elements as red, green, and blue pixels, and the red pixel of this organic EL display device is preferably the organic EL element according to the first embodiment.

[0593] [Modification of the embodiment] The present invention is not limited to the above-described embodiment, and any modifications and improvements that can achieve the object of the present invention are included in the present invention.

[0594] For example, the number of light-emitting layers is not limited to one, and multiple light-emitting layers may be stacked. When the organic EL element has multiple light-emitting layers, it is sufficient that at least one of the light-emitting layers satisfies the conditions described in the above embodiment. For example, the other light-emitting layers may be fluorescent light-emitting layers or phosphorescent light-emitting layers that utilize light emission due to electron transition from a triplet excited state directly to the ground state. Furthermore, when the organic EL element has a plurality of light-emitting layers, these light-emitting layers may be provided adjacent to each other, or the organic EL element may be a so-called tandem type organic EL element in which a plurality of light-emitting units are stacked via an intermediate layer.

[0595] Furthermore, for example, a blocking layer may be provided adjacent to at least one of the anode side and the cathode side of the light-emitting layer. The blocking layer is preferably disposed in contact with the light-emitting layer and blocks at least one of holes, electrons, and excitons. For example, when a blocking layer is disposed adjacent to the cathode side of the light-emitting layer, the blocking layer transports electrons and prevents holes from reaching a layer (e.g., an electron transport layer) located closer to the cathode than the blocking layer. When the organic EL device includes an electron transport layer, it is preferable to include the blocking layer between the light-emitting layer and the electron transport layer. Furthermore, when a blocking layer is disposed in contact with the light-emitting layer on the anode side, the blocking layer transports holes and prevents electrons from reaching a layer (e.g., a hole transport layer) located closer to the anode than the blocking layer. When the organic EL device includes a hole transport layer, it is preferable to include the blocking layer between the light-emitting layer and the hole transport layer. A barrier layer may be provided adjacent to the light-emitting layer to prevent excitation energy from leaking from the light-emitting layer to surrounding layers, and prevents excitons generated in the light-emitting layer from migrating to layers closer to the electrode than the barrier layer (e.g., electron transport layer and hole transport layer). The light-emitting layer and the barrier layer are preferably in contact with each other.

[0596] In addition, the specific structure and shape in carrying out the present invention may be other structures within the scope of achieving the object of the present invention. [Example]

[0597] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples in any way.

[0598] <Compound> The structures of the host materials (first compounds containing one or more partial structures selected from the group consisting of partial structures represented by general formulas (101) to (118)) used in the production of the organic EL devices according to Examples 1 to 10 and Comparative Example 1 are shown below.

[0599] [ka]

[0600] The structure of the sensitizing material (second compound (phosphorescent metal complex) represented by general formula (21)) used in the production of the organic EL devices according to Examples 1 and 3 to 10 and Comparative Example 1 is shown below.

[0601] [ka]

[0602] The structure of the sensitizing material (second compound (delayed fluorescent compound) represented by general formula (H1)) used in the production of the organic EL device according to Example 2 is shown below.

[0603] [ka]

[0604] The structure of the fluorescent material (third compound) represented by general formula (41) used in the production of the organic EL devices according to Examples 1 to 10 is shown below.

[0605] [ka]

[0606] The structure of the comparative compound used in the production of the organic EL device according to Comparative Example 1 is shown below.

[0607] [ka]

[0608] The structures of other compounds used in the production of the organic EL devices according to Examples 1 to 10 and Comparative Example 1 are shown below.

[0609] [ka]

[0610] <Fabrication of Organic EL Devices (1)> An organic EL device was fabricated and evaluated as follows.

[0611] Example 1 A 25mm x 75mm x 1.1mm thick glass substrate (manufactured by Geomatec Co., Ltd.) with an ITO transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, and then UV ozone cleaned for 1 minute. The ITO film thickness was 130nm. The glass substrate with the cleaned transparent electrode lines was mounted on a substrate holder of a vacuum deposition apparatus, and the compound HT-a and the compound HA were co-deposited on the surface on which the transparent electrode lines were formed so as to cover the transparent electrode, thereby forming a hole injection layer with a thickness of 10 nm. The proportion of the compound HT-a in the hole injection layer was 97% by mass, and the proportion of the compound HA was 3% by mass. Next, the compound HT-a was vapor-deposited on the hole injection layer to form a first hole transport layer with a thickness of 80 nm. Next, the compound HT-b was vapor-deposited on the first hole transport layer to form a second hole transport layer having a thickness of 5 nm. Next, a compound EBL-a was evaporated on the second hole transport layer to form a third hole transport layer (also referred to as an electron blocking layer) having a thickness of 5 nm. Next, on the third hole transport layer, a compound Host-a as a host material (first compound), a compound STZ-a as a sensitizing material (phosphorescent metal complex (second compound)), and a compound BD-a as a fluorescent material (third compound) were co-deposited to form an emitting layer with a thickness of 30 nm. The proportion of the compound Host-a in the emitting layer was 74 mass %, the proportion of the compound STZ-a was 25 mass %, and the proportion of the compound BD-a was 1 mass %. Next, the compound ET-a was vapor-deposited on the light-emitting layer to form a hole-blocking layer having a thickness of 10 nm. Next, a compound ET-b was co-deposited on the hole blocking layer to form an electron transport layer having a thickness of 20 nm. Next, LiF was vapor-deposited on the electron transport layer to form an electron injection layer with a thickness of 1 nm. Then, metallic aluminum (Al) was vapor-deposited on the electron injection layer to form a metallic Al cathode with a film thickness of 50 nm. In this manner, an organic EL element according to Example 1 was produced. The device configuration of the organic EL element according to Example 1 is shown in outline below. ITO(130) / HT-a:HA(10,97%:3%) / HT-a(80) / HT-b(5) / EBL-a(5) / Host-a:STZ-a:BD-a(30,74%:25%:1%) / ET-a(10) / ET-b(20) / LiF(1) / Al(50) In the above device configuration, the numbers in parentheses indicate film thickness (unit: nm). Similarly, in the above device configuration, the numbers in parentheses expressed as percentages (97%:3%) indicate the proportions (mass%) of compound HT-a and compound HA in the hole injection layer, and the numbers expressed as percentages (74%:25%:1%) indicate the proportions (mass%) of compound HOST-a, compound STZ-a, and compound BD-a in the light-emitting layer. The same notation applies hereinafter.

[0612] Example 2 The organic EL device of Example 2 was fabricated in the same manner as in Example 1, except that the second compound STZ-a (phosphorescent metal complex) used as the sensitizing material in the emitting layer of Example 1 was changed to the compound STZ-b (delayed fluorescent compound) shown in Table 1.

[0613] Examples 3 to 8 The organic EL devices of Examples 3 to 8 were fabricated in the same manner as in Example 1, except that the compound Host-a used as the host material in the emitting layer of Example 1 was changed to a compound shown in Table 1.

[0614] Example 9 The organic EL device of Example 9 was fabricated in the same manner as in Example 1, except that the compound Host-a used as the host material in the emitting layer of Example 1 was changed to two first compounds, namely, compounds Host-h and Host-i, as shown in Table 1, and the proportions of the compound Host-h, compound Host-i, compound STZ-a, compound BD-a, and compound BD-a in the emitting layer were set to 37% by mass, 37% by mass, 25% by mass, and 1% by mass, respectively.

[0615] Example 10 The organic EL device of Example 10 was prepared in the same manner as in Example 1, except that the compound BD-a used as the fluorescent material (third compound) in the emitting layer of Example 1 was replaced with the compound BD-b shown in Table 1.

[0616] (Comparative Example 1) The organic EL device of Comparative Example 1 was fabricated in the same manner as in Example 1, except that the compound BD-a used as the fluorescent material (third compound) in the emitting layer of Example 1 was changed to the compound Ref-BD-X shown in Table 1.

[0617] <Evaluation of organic EL elements> The organic EL devices thus fabricated were evaluated as follows. The evaluation results are shown in Table 1. The lowest excited singlet energy S1 and the energy gap T of the compounds used in the emitting layer of each example were also shown in Table 1. 77K are also shown in Table 1.

[0618] (External quantum efficiency EQE) The current density of the fabricated organic EL device was 10.00mA / cm 2The spectral radiance spectrum when a voltage was applied so that the value was 1 / 2 was measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.). From the obtained spectral radiance spectrum, the external quantum efficiency EQE (unit: %) was calculated assuming that Lambertian radiation was performed. The "EQE (relative value)" (unit: %) was calculated based on the measured EQE value for each example and the following formula (Equation 1X). EQE (relative value) = (EQE of each example / EQE of Comparative Example 1) × 100 (equation 1X)

[0619] (CIE1931 chromaticity) The current density of the organic EL element is 10.00mA / cm 2 The CIE1931 chromaticity coordinates (x, y) when a voltage was applied to the element so as to satisfy the following equation were measured using a spectroradiometer CS-2000 (manufactured by Konica Minolta, Inc.).

[0620] [Table 1]

[0621] As shown in Table 1, the organic EL devices of Examples 1 to 10 contained a host material, a sensitizing material, and a third compound represented by general formula (41) as a fluorescent material in the light-emitting layer, and emitted light with higher efficiency and color purity than the organic EL device of Comparative Example 1.

[0622] <Compound evaluation> The compounds were evaluated as follows.

[0623] (Lowest excited singlet energy S1) A 10 μmol / L toluene solution of the compound to be measured was prepared and placed in a quartz cell, and the absorption spectrum (vertical axis: absorption intensity, horizontal axis: wavelength) of this sample was measured at room temperature (300 K). A tangent line was drawn to the falling edge on the long wavelength side of this absorption spectrum, and the wavelength value λedge [nm] at the intersection of the tangent line and the horizontal axis was substituted into the following conversion formula (F2) to calculate the lowest excited singlet energy. Conversion formula (F2): S1[eV]=1239.85 / λedge The absorption spectrum measuring device used was a spectrophotometer manufactured by Hitachi (device name: U3310).

[0624] The tangent to the fall on the long wavelength side of the absorption spectrum is drawn as follows. When moving along the spectral curve from the longest maximum value on the longest wavelength side of the absorption spectrum toward longer wavelengths, consider the tangent at each point on the curve. As the curve falls (i.e., as the value on the vertical axis decreases), the slope of this tangent decreases and then increases repeatedly. The tangent drawn at the point where the slope is minimum on the longest wavelength side (excluding cases where the absorbance is 0.1 or less) is considered to be the tangent to the fall on the long wavelength side of the absorption spectrum. Note that maximum points with absorbance values ​​of 0.2 or less are not included in the maximum values ​​on the longest wavelength side.

[0625] (Energy gap T at 77[K] 77K ) The compound to be measured was dissolved in EPA (diethyl ether: isopentane: ethanol = 5:5:2 (volume ratio)) to a concentration of 10 μmol / L to obtain a solution, and this solution was placed in a quartz cell to serve as a measurement sample. The phosphorescence spectrum (vertical axis: phosphorescence intensity, horizontal axis: wavelength) of this measurement sample was measured at low temperature (77 [K]), and a tangent was drawn to the rising edge of the short wavelength side of this phosphorescence spectrum, and the wavelength value λ at the intersection of the tangent and the horizontal axis was determined. edge Based on the [nm], the amount of energy calculated using the following conversion formula (F1) is the energy gap T at 77 [K]. 77K It was decided. Conversion formula (F1):T 77K [eV]=1239.85 / λ edge

[0626] The tangent to the rising edge of the phosphorescence spectrum on the short wavelength side is drawn as follows: When moving along the spectral curve from the short wavelength side of the phosphorescence spectrum to the shortest maximum of the spectral maxima, consider the tangent at each point on the curve toward the long wavelength side. The slope of this tangent increases as the curve rises (i.e., as the vertical axis increases). The tangent drawn at the point where this slope is at its maximum (i.e., the tangent at the inflection point) is the tangent to the rising edge of the phosphorescence spectrum on the short wavelength side. Note that a maximum point having a peak intensity that is 15% or less of the maximum peak intensity of the spectrum is not included in the above-mentioned maximum value on the shortest wavelength side, and the tangent drawn at the point where the slope value is the maximum value that is closest to the maximum value on the shortest wavelength side is defined as the tangent to the rising edge on the short wavelength side of the phosphorescence spectrum. The phosphorescence was measured using a Hitachi High-Technologies F-4500 spectrofluorometer.

[0627] (ΔST) The measured lowest excited singlet energy S1 and energy gap T 77K Based on the value of ΔST=S1-T 77K The ΔST of the compound STZ-b was less than 0.01 eV.

[0628] (Delayed fluorescence of the compound) Delayed fluorescence was confirmed by measuring transient PL using the apparatus shown in Figure 2. The compound STZ-b was dissolved in toluene to prepare a dilute solution with an absorbance of 0.05 or less at the excitation wavelength to eliminate the contribution of self-absorption. To prevent quenching by oxygen, the sample solution was frozen and degassed, then sealed in a capped cell under an argon atmosphere to produce an oxygen-free sample solution saturated with argon. The fluorescence spectrum of the sample solution was measured using a spectrofluorometer FP-8600 (JASCO Corporation), and the fluorescence spectrum of an ethanol solution of 9,10-diphenylanthracene was also measured under the same conditions. The total fluorescence quantum yield was calculated using the fluorescence area intensity of both spectra according to equation (1) in Morris et al. J. Phys. Chem. 80 (1976) 969. After being excited by pulsed light (light irradiated from a pulsed laser) of a wavelength absorbed by the compound STZ-b, there are two types of emission: prompt emission (immediate emission) that is observed immediately from the excited state, and delayed emission (delayed emission) that is not observed immediately after the excitation but is observed later. In this example, delayed fluorescence emission means that the amount of delayed emission (delayed emission) is 5% or more of the amount of prompt emission (immediate emission). Specifically, when the amount of prompt emission (immediate emission) is X P and the amount of delay light emission is X D When X D / X P This means that the value of is 0.05 or more. The amounts of prompt luminescence and delay luminescence and their ratio can be determined by a method similar to that described in "Nature 492, 234-238, 2012" (Reference 1). Note that the device used to calculate the amounts of prompt luminescence and delay luminescence is not limited to the device described in Reference 1 or the device shown in FIG. 2. It was confirmed that the amount of delayed luminescence (delayed luminescence) of compound STZ-b was 5% or more of the amount of prompt luminescence (immediate luminescence). Specifically, for compound STZ-b, X D / X P The value was 0.05 or higher.

[0629] (Fluorescence emission maximum peak wavelength λ FL and emission spectrum half width FWHM) The compound to be measured was dissolved in toluene and 5.0 × 10 -6 The resulting solution was placed in a quartz cell (optical path length 1.0 cm), and the maximum peak wavelength λ of fluorescence emission when excited at 400 nm was measured using a fluorescence spectrophotometer FP-8300 (manufactured by JASCO Corporation). FL (unit: nm) and the full width at half maximum (FWHM) of the emission spectrum (unit: nm) were measured.

[0630] (Stokes shift) The compound to be measured is 2.0 x 10-5 The compound was dissolved in toluene at a concentration of 1000 mol / L to prepare a measurement sample. The measurement sample was placed in a quartz cell and irradiated with continuous light in the ultraviolet-visible region at room temperature (300 K), and the absorption spectrum (vertical axis: absorbance, horizontal axis: wavelength) was measured. A Hitachi High-Tech Science U-3900 / 3900H spectrophotometer was used to measure the absorption spectrum. The compound to be measured was dissolved in 4.9 x 10 -6 The sample was dissolved in toluene at a concentration of 100 mol / L to prepare a measurement sample. The measurement sample was placed in a quartz cell and irradiated with excitation light at room temperature (300 K), and the fluorescence spectrum (vertical axis: fluorescence intensity, horizontal axis: wavelength) was measured. The fluorescence spectrum was measured using a Hitachi High-Tech Science F-7000 fluorescence spectrophotometer. From these absorption and fluorescence spectra, the difference between the maximum absorption wavelength and the maximum fluorescence wavelength was calculated to determine the Stokes shift (SS), which was expressed in units of nm.

[0631] The compound BD-a had a maximum peak wavelength λ of 455 nm, an emission spectrum half width FWHM of 23 nm, and a Stokes shift of 14 nm. The compound BD-b had a maximum peak wavelength λ of 457 nm, an emission spectrum half width FWHM of 22 nm, and a Stokes shift of 11 nm. The compound Ref-BD-X had a maximum peak wavelength λ of 455 nm, an emission spectrum half width FWHM of 35 nm, and a Stokes shift of 29 nm. [Explanation of symbols]

[0632] 1... organic electroluminescence element, 10... organic layer, 2... substrate, 3... anode, 4... cathode, 5... light-emitting layer, 6... hole injection layer, 7... hole transport layer, 8... electron transport layer, 9... electron injection layer.

Claims

1. an anode; A cathode; a light-emitting layer disposed between the anode and the cathode, the light-emitting layer contains a host material, a sensitizing material, and a fluorescent material; The host material is a first compound containing, in one molecule, one or more partial structures selected from the group consisting of partial structures represented by the following general formulas (101) to (118): the sensitizing material is one or more compounds selected from the group consisting of phosphorescent metal complexes and delayed fluorescent compounds, The fluorescent material is one or more compounds selected from the group consisting of third compounds represented by the following general formula (41): the host material, the sensitizing material, and the fluorescent material are different compounds, The energy gap T of the host material at 77 K 77K (H1) and the energy gap T at 77 [K] of the sensitizing material 77K (G2) satisfies the relationship of the following mathematical formula (1). T 77K (H1) > T 77K (G2) … (Number 1) 【Chemistry 1】 【Chemistry 2】 (In the general formula (101), A 11 ~A 16 are each independently a nitrogen atom, CR 11 or a carbon atom bonded to another atom or structure in the molecule of the first compound, However, A 11 ~A 16 at least one of the carbon atoms is bonded to another atom or another structure in the molecule of the first compound, R 11 If there are multiple R 11 are the same or different, and multiple R 11 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, In the general formula (102), A 1 ~A 4 are each independently a nitrogen atom, CR 12 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 12 are each independently a hydrogen atom or a substituent, or an adjacent R 12 one or more pairs of the groups bond to each other to form a ring, R 12 If there are multiple R 12 are the same or different, and multiple R 12 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, X 10 is NR 13 , C(R 14 ) (R 15 ), Si(R 16 ) (R 17 ), an oxygen atom, a sulfur atom, a nitrogen atom bonded to another atom or another structure in the molecule of the first compound, R 18 and a carbon atom bonded to another atom or another structure in the molecule of the first compound, or R 19 and a silicon atom bonded to another atom or another structure in the molecule of the first compound, However, A 1 ~A 4 Carbon atoms in X 10 Nitrogen atom in X 10 Carbon atoms and X in 10 at least one of the silicon atoms in the formula (I) is bonded to another atom or another structure in the molecule of the first compound; R 14 and R 15 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 16 and R 17 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, In the general formula (103), R 115 and R 116 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, In the general formulae (101) to (104), R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 11 , R 12 , R 14 , R 15 , R 16 , R 17 , R 115 and R 116 , and R 13 , R 18 , R 19 and R 117 are each independently, hydrogen atom a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 ) (R 907 ) a group represented by -C(=O)R 908 a group represented by -COOR 909 a group represented by -P(=O)(R 910 ) (R 911 ) a group represented by -P(=O)(OR 912 ) (OR 913 ) a group represented by -Ge(R 914 ) (R 915 ) (R 916 ) a group represented by -B(R 917 ) (R 918 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, In the general formulae (103) to (118), * represents a bonding site to another atom or another structure in the molecule of the first compound, When the first compound has a plurality of partial structures represented by the general formulas (101) to (104), The plurality of partial structures represented by the general formula (101) are the same or different from each other, The plurality of partial structures represented by the general formula (102) are the same or different from each other, The plurality of partial structures represented by the general formula (103) are the same or different from each other, The partial structures represented by the general formula (104) are the same or different from each other. (In the first compound, R 901 ~R 918 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 908 If there are multiple R 908 are the same or different from each other, R 909 If there are multiple R 909 are the same or different from each other, R 910 If there are multiple R 910 are the same or different from each other, R 911 If there are multiple R 911 are the same or different from each other, R 912 If there are multiple R 912 are the same or different from each other, R 913 If there are multiple R 913 are the same or different from each other, R 914 If there are multiple R 914 are the same or different from each other, R 915 If there are multiple R 915 are the same or different from each other, R 916 If there are multiple R 916 are the same or different from each other, R 917 If there are multiple R 917 are the same or different from each other, R 918 If there are multiple R 918 are the same or different from each other.) 【Transformation 3】 (In the general formula (41), Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, L 401 and L 402 are each independently O, S, Se, or NR 40 , C(R 41 ) (R 42 ), or Si(R 43 ) (R 44 ) and L 403 is B, P, or P=O; R 40 ~R 44 are each independently, by bonding with the ring a, ring b or ring c to form a substituted or unsubstituted monocycle, or or not bonded to the ring a, ring b, or ring c, R 41 and R 42 teeth, joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 43 and R 44 teeth, joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 40 ~R 44 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by ═N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 45 teeth, a substituted or unsubstituted aryl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 60 ring atoms, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, R 40 If there are multiple R 40 are identical to or different from each other, R 41 If there are multiple R 41 are identical to or different from each other, R 42 If there are multiple R 42 are identical to or different from each other, R 43 If there are multiple R 43 are identical to or different from each other, R 44 If there are multiple R 44 are identical to or different from each other, R 45 If there are multiple R 45 are the same or different from each other.)

2. The compound represented by the general formula (41) is a compound represented by the following general formula (410): The organic electroluminescence device according to claim 1 . 【Chemistry 4】 (In the general formula (410), Ring a, ring b and ring c each independently represent a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, R 401 and R 402 are each independently, by bonding with the ring a, ring b or ring c to form a substituted or unsubstituted monocycle, or or not bonded to the ring a, ring b, or ring c, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by ═N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

3. The compound represented by the general formula (41) is selected from the group consisting of compounds represented by the following general formulas (41-1) to (41-6):

3. The organic electroluminescence device according to claim 1 or 2. 【Transformation 5】 【Transformation 6】 【Transformation 7】 (In the general formula (41-1), Xa is O, S, Se, C(R 403 ) (R 404 ), or NR 405 and R 401 and R 421 Paired with R 421 ~R 423 a set of two or more adjacent 423 and R 402 Paired with R 402 and R 424 Paired with R 424 ~R 427 a set of two or more adjacent 427 and R 412 and R 412 and R 411 and one or more pairs selected from the group consisting of: joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by ═N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 403 ~R 405 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 411 , R 412 , and R 421 ~R 427 are each independently a hydrogen atom or a substituent R X and The substituent R X are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 ) (R 907 ) a group represented by halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 ~R 907 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 , are the same or different, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other.) (In the general formula (41-2), Xa is O, S, Se, C(R 403 ) (R 404 ), or NR 405 and R 401 and R 421 Paired with R 421 ~R 423 A set consisting of two or more adjacent R 423 and R 402 With the pair, R 402 and R 424 With the pair, R 424 ~R 427 a set of two or more adjacent 413 and R 414 and R 414 and R 401 and one or more pairs selected from the group consisting of: joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by ═N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 403 ~R 405 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 413 , R 414 , and R 421 ~R 427 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is synonymous with (In the general formula (41-3), Xa and Xb each independently represent O, S, Se, C(R 403 ) (R 404 ), or NR 405 and R 401 and R 421 Paired with R 421 ~R 423 a set of two or more adjacent 423 and R 402 Paired with R 415 and R 416 Paired with R 416 and R 412 and R 412 and R 411 and one or more pairs selected from the group consisting of: joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by ═N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 403 ~R 405 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 411 , R 412 , R 415 , R 416 , and R 421 ~R 423 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is synonymous with R 403 If there are multiple R 403 are identical to or different from each other, R 404 If there are multiple R 404 are identical to or different from each other, R 405 If there are multiple R 405 are the same or different from each other.) (In the general formula (41-4), Xa and Xb each independently represent O, S, Se, C(R 403 ) (R 404 ), or NR 405 and R 401 and R 421 Paired with R 421 ~R 423 a set of two or more adjacent 423 and R 402 Paired with R 402 and R 418 Paired with R 418 and R 417 and R 412 and R 411 and one or more pairs selected from the group consisting of: joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by ═N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 403 ~R 405 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 411 , R 412 , R 417 , R 418 , and R 421 ~R 423 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is synonymous with R 403 If there are multiple R 403 are identical to or different from each other, R 404 If there are multiple R 404 are identical to or different from each other, R 405 If there are multiple R 405 are the same or different from each other.) (In the general formula (41-5), Xa and Xb each independently represent O, S, Se, C(R 403 ) (R 404 ), or NR 405 and R 401 and R 421 With the pair, R 421 ~R 423 a set of two or more adjacent 423 and R 402 With the pair, R 402 and R 418 With the pair, R 418 and R 417 With the pair, R 413 and R 414 and R 414 and R 401 and one or more pairs selected from the group consisting of: joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by ═N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 403 ~R 405 and R which does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring. 413 , R 414 , R 417 , R 418 , and R 421 ~R 423 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is synonymous with R 403 If there are multiple R 403 are identical to or different from each other, R 404 If there are multiple R 404 are identical to or different from each other, R 405 If there are multiple R 405 are the same or different from each other.) (In the general formula (41-6), R 401 and R 421 With the pair, R 421 ~R 423 a set of two or more adjacent 423 and R 402 With the pair, R 402 and R 424 With the pair, R 424 ~R 427 a set of two or more adjacent 427 and R 428 With the pair, R 428 ~R 431 and R 431 and R 401 and one or more pairs selected from the group consisting of: joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 401 and R 402 are each independently, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -CR 45 an iminyl group represented by ═N; a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 421 ~R 431 are each independently a hydrogen atom or a substituent R X and the substituent R X represents the substituent R in the general formula (41-1). X is synonymous with

4. The host material has at least one partial structure represented by the general formula (101), The partial structure represented by the general formula (101) is at least one selected from the group consisting of partial structures represented by the following general formulae (A11) to (A19): The organic electroluminescence device according to claim 1 . 【Transformation 8】 【Chemistry 9】 (In the general formulae (A11) to (A16), A 12 ~A 16 are each independently a nitrogen atom or CR 11 and R 11 is R in the general formula (101). 11 * represents a bonding site to another atom or another structure in the molecule of the first compound, In the general formulae (A17) and (A18), A 11 ~A 22 are each independently a nitrogen atom or CR 11 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 11 are each independently R in the general formula (101). 11 is synonymous with A 11 ~A 22 at least one of the carbon atoms is bonded to another atom or another structure in the molecule of the first compound, In the general formula (A19), A 11 ~A 18 are each independently a nitrogen atom or CR 11 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 11 are each independently R in the general formula (101). 11 is synonymous with X 11 and X 12 each independently represents X in the general formula (102). 10 and A 11 ~A 18 Carbon atoms in X 11 and X 12 Nitrogen atom in X 11 and X 12 Carbon atoms in 11 and X 12 at least one of the silicon atoms in the formula (I) is bonded to another atom or another structure in the molecule of the first compound; In the general formulae (A11) to (A19), * represents a bonding site to another atom or another structure in the molecule of the first compound.

5. The host material has at least one partial structure represented by the general formula (102), The partial structure represented by the general formula (102) is at least one selected from the group consisting of partial structures represented by the following general formulae (B11) to (B24): The organic electroluminescence device according to claim 1 . 【Chemistry 10】 (In the general formulae (B11) to (B16), Ax 1 ~Ax 4 are each independently a nitrogen atom or CR 12 and R 12 are each independently R in the general formula (102). 12 is synonymous with X 10 represents X in the general formula (102). 10 * represents a bonding site to another atom or another structure in the molecule of the first compound, In the general formula (B17), Ax 1 , Ax 2 and Ay 1 ~Ay 4 are each independently a nitrogen atom or CR 12 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 12 are each independently R in the general formula (102). 12 is synonymous with X 10 represents X in the general formula (102). 10 where Ax 1 , Ax 2 and Ay 1 ~Ay 4 Carbon atoms in X 10 Nitrogen atom in X 10 Carbon atoms and X in 10 at least one of the silicon atoms in the formula (I) is bonded to another atom or another structure in the molecule of the first compound; In the general formula (B18), Ay 1 ~Ay 8 are each independently a nitrogen atom or CR 12 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 12 are each independently R in the general formula (102). 12 is synonymous with X 10 represents X in the general formula (102). 10 and Ay 1 ~Ay 8 Carbon atoms in X 10 Nitrogen atom in X 10 Carbon atoms and X in 10 at least one of the silicon atoms in the formula (I) is bonded to another atom or another structure in the molecule of the first compound; In the general formulae (B11) to (B18), * represents a bonding site to another atom or another structure in the molecule of the first compound. 【Chemistry 11】 (In the general formulae (B19) to (B24), Ay 1 ~Ay 8 and Ay 9 ~Ay 12 are each independently a nitrogen atom or CR 12 or a carbon atom bonded to another atom or structure in the molecule of the first compound, R 12 are each independently R in the general formula (102). 12 is synonymous with X 9 and X 10 each independently represents X in the general formula (102). 10 is synonymous with Ay 1 ~Ay 8 and Ay 9 ~Ay 12 Carbon atoms in X 9 and X 10 Nitrogen atom in X 9 and X 10 Carbon atoms in 9 and X 10 At least one of the silicon atoms in is bonded to another atom or another structure in the molecule of the first compound.

6. The first compound is cyano group, amino group, a substituted or unsubstituted alkylamino group having 2 to 30 carbon atoms, and has at least one substituted or unsubstituted arylamino group having 6 to 60 ring carbon atoms, or substituted or unsubstituted benzene, substituted or unsubstituted naphthalene, substituted or unsubstituted indole, substituted or unsubstituted carbazoles, substituted or unsubstituted dibenzofurans, substituted or unsubstituted dibenzothiophenes, substituted or unsubstituted fluorene, substituted or unsubstituted silafluorenes, substituted or unsubstituted triazines, substituted or unsubstituted pyrimidines, substituted or unsubstituted pyridine, substituted or unsubstituted pyridazine, substituted or unsubstituted pyrazines, substituted or unsubstituted imidazole, substituted or unsubstituted benzimidazoles, Substituted or unsubstituted phenanthrene, and Substituted or unsubstituted triphenylene having at least one monovalent or higher residue derived from any of The organic electroluminescence device according to claim 1 .

7. The first compound is has at least one cyano group, or substituted or unsubstituted carbazoles, substituted or unsubstituted dibenzofurans, substituted or unsubstituted dibenzothiophenes, substituted or unsubstituted fluorene, substituted or unsubstituted silafluorenes, substituted or unsubstituted triazines, substituted or unsubstituted pyrimidines, substituted or unsubstituted pyridine, and having at least one monovalent or higher residue derived from either substituted or unsubstituted triphenylene; The organic electroluminescence device according to claim 6 .

8. The first compound is substituted or unsubstituted carbazoles, substituted or unsubstituted dibenzofurans, substituted or unsubstituted dibenzothiophenes, substituted or unsubstituted triazines, and having at least one monovalent or higher residue derived from either a substituted or unsubstituted pyrimidine; The organic electroluminescence device according to claim 6 or 7.

9. the first compound has at least one monovalent or higher valent residue derived from a substituted or unsubstituted carbazole; The organic electroluminescence device according to claim 6 .

10. The first compound has at least one partial structure represented by the following general formula (15): The organic electroluminescence device according to claim 6 . 【Chemistry 12】 (In the general formula (15), R 150 ~R 158 at least one of the bonds is a single bond bonding to another atom or another structure in the molecule of the first compound, R that is not a single bond 150 ~R 158 are each independently, hydrogen atom a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 ) (R 907 ) a group represented by -C(=O)R 908 a group represented by -COOR 909 a group represented by -P(=O)(R 910 ) (R 911 ) a group represented by -Ge(R 912 ) (R 913 ) (R 914 ) a group represented by -B(R 915 ) (R 916 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, halogen atoms, cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

11. The first compound is a compound represented by the following general formula (161) or the following general formula (162): The organic electroluminescence device according to claim 1 . 【Chemistry 13】 (In the general formula (161), Ar 161 teeth, a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 30 ring atoms, m1 is 1, 2, 3, 4, 5 or 6; R 161 is an electron donating group, R 161 are respectively Ar 161 It bonds to the elements that make up When m1 is 2 or more, a plurality of R 161 are the same or different from each other, However, Ar 161 is not an electron-accepting aromatic hydrocarbon ring or heterocycle, but Ar 161 When the group has a substituent, the substituent is not an electron-accepting group, In the general formula (162), Ar 162 teeth, a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 30 ring atoms, n1 is 1, 2, 3, 4, 5 or 6; R 162 is an electron accepting group, and R 162 are respectively Ar 162 It bonds to the elements that make up When n1 is 2 or more, a plurality of R 162 are the same or different from each other, However, Ar 162 is not an electron-donating aromatic hydrocarbon ring or heterocyclic ring, but Ar 162 When has a substituent, the substituent is not an electron-donating group.

12. R in the general formula (161) 161 are each independently a monovalent or higher valent residue derived from any of the compounds represented by the following general formulas (DN1) to (DN6) and (DN8) to (DN10), or a group represented by the following general formula (DN7): R in the general formula (162) 162 are each independently a monovalent or higher valent residue derived from any of the compounds represented by the following general formulae (AC4) to (AC18) and (AC22) to (AC23), or any of the groups represented by the following general formulae (AC1) to (AC3), (AC19) to (AC21) and (AC24), The organic electroluminescence device according to claim 11 【Chemistry 14】 (In the general formula (DN7), * represents Ar 161 It represents the bonding site with the elements that make up the molecule.) 【Chemistry 15】 【Chemistry 16】 (In the general formula (AC1), n A is 1, 2 or 3, In the general formulae (AC22) and (AC23), X 1 ~X 8 are each independently CR 163 or a carbon atom bonded to another atom or structure in the molecule of said first compound, with the proviso that X 1 ~X 8 At least one of the carbon atoms in 162 It combines with the elements that make up In the general formula (AC24), X 1 ~X 8 are each independently a nitrogen atom or CR 163 or Ar 162 is a carbon atom bonded to the elements that make up In the general formulae (AC22) to (AC24), R 163 If there are multiple R 163 are the same or different, and multiple R 163 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form the substituted or unsubstituted monocyclic ring and does not form the substituted or unsubstituted fused ring 163 are each independently R in the general formula (102). 12 is synonymous with In the general formulae (AC1) to (AC3), (AC19) to (AC21) and (AC24), * represents Ar 162 It represents the bonding site with the elements that make up the molecule.)

13. The first compound is a compound represented by the following general formula (12): The organic electroluminescence device according to claim 1 . 【Chemistry 17】 (In the general formula (12), Ar 11 and Ar 12 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 11 and L 12 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, L 13 teeth, a substituted or unsubstituted monocyclic hydrocarbon group having 6 or less ring carbon atoms, or a substituted or unsubstituted monocyclic heterocyclic group having 6 or less ring atoms, m is 0, 1, 2, or 3, and a plurality of L 13 are the same or different from each other, X 1 ~X 8 and Y 1 ~Y 8 are each independently N or CRa, However, X 5 ~X 8 One of them and Y 1 ~Y 4 One of them is L 13 is a carbon atom bonded via Each Ra is independently hydrogen atom a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by halogen atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, When a plurality of Ra's are present, the plurality of Ra's are the same or different from one another, The compound represented by the general formula (12) satisfies one or both of the following (i) and (ii): (i) Ar 11 and Ar 12 At least one of the groups is an aryl group substituted with a cyano group and having 6 to 50 ring carbon atoms, or a heterocyclic group substituted with a cyano group and having 5 to 50 ring atoms. (ii) X 1 ~X 4 and Y 5 ~Y 8 At least one of is CRa, and X 1 ~X 4 and Y 5 ~Y 8 wherein at least one of Ra is an aryl group substituted with a cyano group and having 6 to 50 ring carbon atoms, or a heterocyclic group substituted with a cyano group and having 5 to 50 ring atoms.

14. The first compound is a compound represented by the following general formula (13): The organic electroluminescence device according to claim 1 . [Chemistry 18] (In the general formula (13), X 13 is an oxygen atom, a sulfur atom, or a group represented by N—Rb, Z 1 ~Z 12 are each independently a nitrogen atom or a group represented by C—Rc, Ar 14 and Ar 15 are each independently, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, L 14 and L 15 are each independently, single bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, Rb and Rc each independently represent hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -C(=O)R 908 a group represented by -COOR 909 a group represented by -P(=O)(R 910 ) (R 911 ) a group represented by -Ge(R 912 ) (R 913 ) (R 914 ) a group represented by cyano group, nitro group, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, When a plurality of Rc's are present, the Rc's may be the same or different.

15. The phosphorescent metal complex contains a heavy metal atom. The organic electroluminescence device according to claim 1 .

16. The phosphorescent metal complex contains one or more metal atoms selected from the group consisting of platinum (Pt), iridium (Ir), osmium (Os), ruthenium (Ru), rhodium (Rh), palladium (Pd), copper (Cu), silver (Au), gold (Au), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), and thulium (Tm). The organic electroluminescence device according to claim 1 .

17. The phosphorescent metal complex is a compound represented by the following general formula (21): The organic electroluminescence device according to claim 1 . M(L 1 ) n1 (L 2 ) n2 …(21) 【Chemistry 19】 (In the general formulas (21), (211), (212), and (213), M is a transition metal selected from the group consisting of first transition metals, second transition metals, and third transition metals; L 1 is at least one ligand selected from the group consisting of a ligand represented by the general formula (211), a ligand represented by the general formula (212), and a ligand represented by the general formula (213), n1 is 1, 2 or 3; L 2 is at least one ligand selected from the group consisting of monodentate, bidentate, and tridentate ligands; n2 is 0, 1, 2, 3 or 4; CY 1 Tamaki, C.Y. 2 Tamaki, C.Y. 3 Ring and CY 4 each ring is independently selected from the group consisting of a carbocyclic group having 5 to 30 ring carbon atoms and a heterocyclic group having 1 to 30 ring carbon atoms; Y 1 ~Y 4 are each independently, single bond, double bond, a substituted or unsubstituted arylene group having 6 to 50 ring carbon atoms; a substituted or unsubstituted divalent heterocyclic group having 5 to 50 ring atoms, *a-O-*b, *a-S-*b, *a-C(=O)-*b, *a-S(=O)-*b, *a-C(R 5 )(R 6 )-*b、 *a-C(R 5 )=C(R 6 )-*b、 *a-C(R 5 )=*b、 *a-Si(R 5 )(R 6 )-*A、 *a-B(R 5 )-*b、 *a-N(R 5 ) - *b, and *a-P(R 5 )-*b; a1, a2, and a3 each independently represent 1, 2, or 3; a4 is 0, 1, 2 or 3, and when a4 is 0, CY 2 Ring and CY 4 The rings are not connected to each other, T 1 , T 2 , T 3 and T 4 are each independently, chemical bond, *a-O-*b, *a-S-*b, *a-B(R 7 )-*b、 *a-N(R 7 )-*b、 *a-P(R 7 )-*b、 *a-C(R 7 )(R 8 )-*b、 *a-Si(R 7 )(R 8 )-*A、 *a-Ge(R 7 )(R 8 )-*b、 *a-C(=O)-*b and *a-C(=S)-*b; *a and *b each independently represent a bonding position to an adjacent atom, *1, *2, *3 and *4 are bonding positions with M, R 1 ~R 8 are each independently, hydrogen atoms, halogen atoms, cyano group, nitro group, amidino group, hydrazino group, hydrazono group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 50 ring atoms; a substituted or unsubstituted cycloalkenyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkenyl group having 3 to 50 ring atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, -Si(R 251 ) (R 252 ) (R 253 ) a group represented by -O-(R 254 ) a group represented by -S-(R 255 ) a group represented by -N(R 256 ) (R 257 ) a group represented by -C(=O)R 258 a group represented by -C(=O)(OR 259 ) a group represented by -S(=O) 2 (OR 260 ) a group represented by -OP(=O)(OR 261 ) (OR 262 ) a group represented by -C(R 263 ) (R 264 ) (R 265 ) a group represented by -B(R 266 ) (R 267 ) a group represented by -P(R 268 ) (R 269 ) a group represented by -S(=O)(R 270 ) a group represented by -S(=O) 2 (R 271 ) a group represented by -P(=O)(R 272 ) (R 273 ) a group represented by -P(=S)(R 274 ) (R 275 ) is selected from groups represented by R 1 ~R 8 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R 1 ~R 8 , and Y 1 ~Y 4 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, b1, b2, b3, and b4 each independently represent 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; R 251 ~R 275 are each independently, hydrogen atoms, halogen atoms, -O-(R 276 ) a group represented by -N(R 277 ) (R 278 ) a group represented by cyano group, nitro group, amidino group, hydrazino group, hydrazono group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkyl group having 3 to 50 ring atoms; a substituted or unsubstituted cycloalkenyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted heterocycloalkenyl group having 3 to 50 ring atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, an aryl group having 6 to 50 ring carbon atoms substituted with a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms; an aryl group having 6 to 50 ring carbon atoms substituted with a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group, selected from the group consisting of biphenylyl groups and terphenylyl groups; R 276 ~R 278 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or It is a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms.

18. The lowest excited singlet energy S of the delayed fluorescent compound 1 (GT2) and the energy gap T at 77 [K] of the delayed fluorescent compound 77K The difference ΔST(GT2) between (GT2) satisfies the following formula (Formula 2): The organic electroluminescence device according to claim 1 . ΔST(GT2) = S 1 (GT2) - T 77K (GT2) < 0.5 eV …(Equation 2)

19. The delayed fluorescent compound is a compound represented by the following general formula (H1): The organic electroluminescence device according to claim 1 . 【Chemistry 20】 (In the general formula (H1), A H represents a group having at least one partial structure selected from the group consisting of the following general formulae (a-1), (a-2), (a-3), (a-4), (a-5), (a-6), (a-7), and (a-8), D H is a group represented by the following general formula (221), (222) or (223), L H teeth, single bond, a substituted or unsubstituted aryl ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, m is 1, 2, 3, 4 or 5, and a plurality of A H are the same or different from each other, n is 1, 2, 3, 4 or 5, and a plurality of D H are the same or different from each other.) 【Chemistry 21】 (In the general formulae (a-1) to (a-8), * each independently represents a bonding position to another atom in the molecule of the delayed fluorescent compound.) 【Chemistry 22】 【Chemistry 23】 【Chemistry 24】 (R in the general formula (221) 21 ~R 28 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R in the general formula (222) 221 ~R 228 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R in the general formula (223) 231 ~R 238 One or more pairs of adjacent pairs of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R in the general formula (221) does not form a substituted or unsubstituted monocyclic ring and does not form a substituted or unsubstituted fused ring 21 ~R 28 R in the general formula (222) does not form a substituted or unsubstituted monocycle and does not form a substituted or unsubstituted fused ring. 221 ~R 228 and R in the general formula (223) which does not form a substituted or unsubstituted monocycle and does not form a substituted or unsubstituted fused ring. 231 ~R 238 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 ) (R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R 908 a group represented by -COOR 909 a group represented by halogen atoms, cyano group, nitro group, -P(=O)(R 931 ) (R 932 ) a group represented by -Ge(R 933 ) (R 934 ) (R 935 ) a group represented by -B(R 936 ) (R 937 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, In the general formula (222) and the general formula (223), Ring A, ring B, and ring C are each independently any ring structure selected from the group consisting of ring structures represented by the following general formula (224) and general formula (225): Ring A, ring B, and ring C are fused to the adjacent ring at any position; p, px, and py are each independently 1, 2, 3, or 4; when p is 2, 3 or 4, the rings A are the same or different from each other; When px is 2, 3 or 4, the plurality of rings B are the same or different from each other, when py is 2, 3 or 4, the rings C are the same or different from each other; * in the general formulae (221) to (223) represents L H indicates the bonding position with 【Chemistry 25】 (In the general formula (224), r is 0, 2 or 4; Multiple R 29 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, In the general formula (225), X A is a sulfur atom, an oxygen atom, or C(R 291 ) (R 292 ) and R 291 and R 292 The set consisting of joined together to form a substituted or unsubstituted monocyclic ring, or linked together to form a substituted or unsubstituted fused ring, or Not bonded to each other, R does not form a substituted or unsubstituted monocyclic ring and does not form a substituted or unsubstituted fused ring 29 , R 291 and R 292 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted haloalkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, -Si(R 901 ) (R 902 ) (R 903 ) a group represented by -O-(R 904 ) a group represented by -S-(R 905 ) a group represented by -N(R 906 ) (R 907 ) a group represented by a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, -C(=O)R 908 a group represented by -COOR 909 a group represented by halogen atoms, cyano group, nitro group, -P(=O)(R 931 ) (R 932 ) a group represented by -Ge(R 933 ) (R 934 ) (R 935 ) a group represented by -B(R 936 ) (R 937 ) a group represented by a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, Multiple R 29 are the same or different from each other, Multiple R 291 are the same or different from each other, Multiple R 292 are the same or different from each other, Multiple Xs A are the same or different from each other.) (In the delayed fluorescent compound, R 901 , R 902 , R 903 , R 904 , R 905 , R 906 , R 907 , R 908 , R 909 , R 931 , R 932 , R 933 , R 934 , R 935 , R 936 and R 937 are each independently, hydrogen atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 50 ring atoms, R 901 If there are multiple R 901 are the same or different from each other, R 902 If there are multiple R 902 are the same or different from each other, R 903 If there are multiple R 903 are the same or different from each other, R 904 If there are multiple R 904 are the same or different from each other, R 905 If there are multiple R 905 are the same or different from each other, R 906 If there are multiple R 906 are the same or different from each other, R 907 If there are multiple R 907 are the same or different from each other, R 908 If there are multiple R 908 are the same or different from each other, R 909 If there are multiple R 909 are the same or different from each other, R 931 If there are multiple R 931 are the same or different from each other, R 932 If there are multiple R 932 are the same or different from each other, R 933 If there are multiple R 933 are the same or different from each other, R 934 If there are multiple R 934 are the same or different from each other, R 935 If there are multiple R 935 are the same or different from each other, R 936 If there are multiple R 936 are the same or different from each other, R 937 If there are multiple R 937 are the same or different from each other.)

20. The delayed fluorescent compound is a compound represented by the following general formula (H10):

20. The organic electroluminescence device according to claim 19. 【Chemistry 26】 (In the general formula (H10), CN is a cyano group; L H is a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 30 ring carbon atoms, D 11 and D 12 are each independently a group represented by the general formula (221), (222) or (223), m is 1, 2, 3, 4 or 5; nx is 0, 1, 2, 3, 4 or 5; ny is 0, 1, 2, 3, 4 or 5; nx + ny is 1, 2, 3, 4 or 5; D 11 and D 12 are the same or different from each other, Multiple D 11 are the same or different from each other, Multiple D 12 are the same or different from each other.)

21. the sensitizing material is the phosphorescent metal complex; The organic electroluminescence device according to any one of claims 1 to 20.

22. The energy gap T at 77 [K] of the phosphorescent metal complex 77K (GP2), and the lowest excited singlet energy S of the fluorescent material 1 (D) satisfies the relationship of the following formula (Formula 3), 22. The organic electroluminescence device according to claim 21. T 77K (GP2) > S 1 (D) … (Number 3)

23. The sensitizing material is the delayed fluorescent compound. The organic electroluminescence device according to any one of claims 1 to 20.

24. The lowest excited singlet energy S of the delayed fluorescent compound 1 (GT2), and the lowest excited singlet energy S of the fluorescent material 1 (D) satisfies the relationship of the following formula (Formula 4), 24. The organic electroluminescence device according to claim 23. S 1 (GT2) > S 1 (D) …(Number 4)

25. the light-emitting layer contains two or more types of the first compounds having different molecular structures; The organic electroluminescence device according to any one of claims 1 to 24.

26. the host material, the sensitizing material, and the fluorescent material are contained in a single layer; The organic electroluminescence device according to any one of claims 1 to 25.

27. a hole transport layer is disposed between the anode and the light-emitting layer; The organic electroluminescence device according to any one of claims 1 to 26.

28. an electron transport layer is disposed between the cathode and the light-emitting layer; 28. The organic electroluminescence device according to claim 1.

29. An electronic device equipped with the organic electroluminescence element according to any one of claims 1 to 28.

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  • Organic electroluminescent element

    WO2010134350A1